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Journal articles on the topic 'Hydrazine Synthesis'

Author: Grafiati
Published: 4 June 2021
Last updated: 11 February 2022

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1

Ananthi, Vadamalai, Kaliyaraj Rajalakshmi, Inbasekaran Muthuvel, and Ganesamoorthy Thirunarayanan. "Solid acidic FeCl3/Bentonite catalyzed solvent-free condensation: Synthesis, spectral studies and antimicrobial activities of some aryl hydrazine Schiff’s bases." Annales Universitatis Mariae Curie-Sklodowska, sectio AA – Chemia 71, no. 2 (April 3, 2017): 127. http://dx.doi.org/10.17951/aa.2016.71.2.127.

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<p>Some aryl hydrazide derivatives have been synthesized including 1-(3-chloro-4-nitrophenyl)-2-(3-substituted benzylidene) hydrazines by FeCl<sub>3</sub>/Bentonite catalyzed solvent-free condensation of substituted phenyl hydrazine and aldehydes under microwave irradiation. The yields of the hydrazides are more than 70%. The synthesized hydrazides are characterized by the physical constants, micro analysis and spectroscopic data. Effect of catalyst, solvent effect substituent effect and optimization of the catalyst was studied by the percentage of isolated yields. From the catalyst optimization, the present study catalyst gave the better yield of products. The antimicrobial activities of all synthesized of 1-(3-chloro-4-nitrophenyl)-2-(3-substituted benzylidene) hydrazines have been evaluated using Bauer-Kirby disc diffusion method.</p>
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2

Al-Shiekh, Mariam A., Hanady Y. Medrassi, Mohamed H. Elnagdi, and Ebtisam A. Hafez. "Substituted Hydrazonals as Building Blocks in Heterocyclic Synthesis: A New Route to Arylhydrazonocinnolines." Journal of Chemical Research 2007, no. 7 (July 2007): 432–36. http://dx.doi.org/10.3184/030823407x234617.

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2-heteroylhydrazonopropanals 2a–e and 3-oxo-2-arylhydrazonopropanals 2f–k were prepared via coupling of enaminones 1 with aromatic diazonium salts. Compounds 2a–c condensed with hydrazine hydrate to yield the corresponding hydrazones 3a–c which afford on cyclisation the cinnoline derivatives 6a–c, while condensation of 2g, j with hydrazine hydrate directly yielded the pyrazole derivatives 4g–j. Condensation of 2a–c, f, g with phenyl hydrazine gave the corresponding phenyl hydrazone derivatives 7a–c, f, g. Structures of 2a, h and 3a were assessed by single crystal X-ray analyses.
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3

Wu, Shouting, Xi Liang, Fang Luo, Hua Liu, Lingyi Shen, Xianjiong Yang, Yali Huang, et al. "Synthesis, Crystal Structure and Bioactivity of Phenazine-1-carboxylic Acylhydrazone Derivatives." Molecules 26, no. 17 (September 1, 2021): 5320. http://dx.doi.org/10.3390/molecules26175320.

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A phenazine-1-carboxylic acid intermediate was synthesized from the reaction of aniline and 2-bromo-3-nitro-benzoic acid. It was then esterified and reacted with hydrazine hydrate to afford phenazine-1-carboxylic hydrazine. Finally, 10 new hydrazone compounds 3a–3j were obtained by the condensation reaction of phenazine-1-carboxylic acid hydrazide and the respective aldehyde-containing compound. The structures were characterized by 1H and 13C NMR spectroscopy, MS and single crystal X-ray diffraction. The antitumor activity of the target compounds in vitro (HeLa and A549) was determined by thiazolyl blue tetrazolium bromide. The results showed that compound (E)-N′-(2-hydroxy-4-(2-(piperidine-1-yl) ethoxy) benzyl) phenazine-1-carbonyl hydrazide 3d exhibited good cytotoxic activity.
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4

Kaur, Aneet Kamal, Renu Bala, Poonam Kumari, Sumit Sood, and Karan Singh. "Microwave Assisted Vilsmeier-Haack Reaction on Substituted Cyclohexanone Hydrazones: Synthesis of Novel 4,5,6,7-Tetrahydroindazole Derivatives." Letters in Organic Chemistry 16, no. 3 (February 11, 2019): 170–75. http://dx.doi.org/10.2174/1570178615666180917101637.

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Vilsmeier-Haack reaction is one of the most important chemical reactions used for formylation of electron-rich arens. Even though Vilsmeier-Haack reaction was studied on a wide variety of hydrazones of enolizable ketones, literature lacks the examples of the use of 4-substituted cyclohexanones as a substrate. The cyclization potential of hydrazones of cyclic keto compounds is still interested topic of investigation. In the present study, the reaction of various hydrazines with 4-substituted cyclohexanones was proceeded and the resulted hydrazones in crude form were treated with Vilsmeier- Haack reagent using both conventional as well as microwave methods. The reaction of phenyl hydrazine with 4-phenylcyclohexanone yielded the corresponding tetrahydro-1H-carbazole instead of hydrazone during solvent evaporation at 40ºC. By keeping the temperature of water bath to 0ºC, the corresponding hydrazone was isolated in crude form which was immediate treated with POCl3/DMF for 10 min at 90ºC using microwave irradiation method afforded novel 4,5,6,7-tetrahydroindazole derivative. Using this optimized condition, the substrate scope for the synthesis of tetrahydroindazole derivatives was explored and synthesized total 6 final compounds. The microwave assisted synthesis of tetrahydroindazoles from 4-substituted cyclohexanones has been reported for the first time under mild conditions in good yield. Easy work up procedure, high yielding, shortened reaction times, clean and ecofriendly are the main advantages of this protocol.
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5

Alheety, Nuaman. "Synthesis, Characterization and Antimicrobial Activity Study of Some New Substituted Benzoxazole Derivatives." Baghdad Science Journal 16, no. 3 (September 1, 2019): 616. http://dx.doi.org/10.21123/bsj.2019.16.3.616.

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This research included the preparation of 2-mercaptobenzoxazole (N1) by the reaction of ortho-aminophenol with carbon disulfide in an alcoholic potassium hydroxide solution. The 2-mercapto benzoxazole (N1) was then treated with hydrazine to obtain the 2-hydrazino benzoxazole (N2). A number of hydrazones (N3-N5) were prepared through the reaction of N2 with different benzaldehydes. The compound (N6) was also prepared whereby the ring closing of hydrazone (N3) using chloroacetylchloride, while the compound (N7) was prepared by treating 2-hydrazino benzoxazole with acetylacetone. When the compound (N1) was treated with formaldehyde, it afforded the compound (N8). Also, the N9 was obtained from the reaction of N1 with chloroacetic acid in the presence of alcoholic potassium hydroxide. The prepared compounds were characterized using physico-chemical and spectroscopic methods such as melting point, infrared spectroscopy (IR) and the proton nuclear magnetic resonance (1H-NMR). Thereafter, some of the compounds were selected for in vitro antibacterial activity and one of these compounds showed an inhibition effect against gram positive only which is very important because it is considered as specific antibacterial drug.
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6

Lerner, Hans-Wolfram, Nils Wiberg, Michael Bolte, H. Nöth, and J. Knizek. "Supersilyliertes Ammoniak und supersilyliertes Hydrazin: Synthese, Struktur und Eigenschaften / Supersilyl Ammonia and Supersilyl Hydrazine: Synthesis, Structure and Properties." Zeitschrift für Naturforschung B 57, no. 2 (February 1, 2002): 177–82. http://dx.doi.org/10.1515/znb-2002-0208.

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An excellent supersilylation agent, supersilyl triflate, tBu3SiO3SCF3, is easily obtained from tBu3SiH and CF3SO3H. Supersilyl triflate, tBu3SiO3SCF3, reacts with lithium amide or lithium hydrazide to form the supersilyl amine, tBu3SiNH2, or the supersilyl hydrazines, tBu3SiNHNH2 and tBu3SiNH-HNSitBu3, respectively. The structures of supersilyl triflate, tBu3SiO3SCF3, and bissupersilyl hydrazine, tBu3SiNH-HNSitBu3, have been determined by X-ray structure analysis.
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7

Jankowiak, Aleksandra, and Piotr Kaszyński. "Synthesis of oleophilic electron-rich phenylhydrazines." Beilstein Journal of Organic Chemistry 8 (February 20, 2012): 275–82. http://dx.doi.org/10.3762/bjoc.8.29.

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Phenylhydrazines 1 substituted with two or three long-chain alkyl, alkoxy or alkylsulfanyl groups were successfully prepared by acid-induced removal of the Boc group in hydrazides 2. The reaction is carried out with 5 equivalents of TfOH in CF3CH2OH/CH2Cl2 at −40 °C for 1.5 min. Under these conditions, the deprotected hydrazine 1 is fully protonated, which increases its stability in the reaction medium. The hydrazines were isolated in 60–86% yields and purities >90%. The hydrazides 2 were obtained in 43–71% yields from aryl bromides 5, which were lithiated with t-BuLi and subsequently reacted with di-tert-butyl azodicarboxylate (DTBAD).
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8

Ienascu, Ioana M. c., Alfa X. Lupea, Iuliana M. Popescu, Stefan Th Tomas, and Alina D. Zamfir. "Synthesis and Characterization of Some New 2-Hydroxy-N-(3-Trifluoromethyl-Phenyl)-Benzamide Derivatives." Revista de Chimie 59, no. 1 (February 9, 2008): 56–60. http://dx.doi.org/10.37358/rc.08.1.1707.

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In the reaction between 2-hydroxy-N-(3-trifluoromethyl-phenyl)-benzamide and chloro-acetic acid ethyl ester, [2-(3-trifluoromethyl-phenylcarbamoyl)-phenoxy]-acetic acid ethyl ester was obtained. The ethyl ester was condensed with hydrazine giving 2-hydrazinocarbonylmethoxy-N-(3-trifluoromethyl-phenyl)-benzamide. This hydrazide is considered the key intermediate for the synthesis of new compounds. So, in the reaction between hydrazide and chloro-substituted benzaldehydes hydrazones were obtained. In order to establish their structures, all new synthesized compounds were analyzed by modern physico-chemical methods (FTIR, 1H-NMR, 13C-NMR, MS).
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9

Elshaarawy, Reda F. M., and Christoph Janiak. "2-Thiophenecarbohydrazides: A Novel Efficient Method for the Synthesis of 2-Thiophenecarbohydrazide." Zeitschrift für Naturforschung B 66, no. 12 (December 1, 2011): 1202–8. http://dx.doi.org/10.1515/znb-2011-1202.

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Hydrazinolysis of carboxylic acid esters in alcoholic solutions is the standard method for preparing carbohydrazides (carboxylic hydrazides). Here we report an efficient process, involving the reaction of activated esters or amides with hydrazine, for the preparation of thiophenecarbohydrazides in yields larger than 90% and high purity. With this new method, a series of heteroaryl-, aryl-, or aralkyl- substituted carbohydrazides were synthesized and characterized. The X-ray crystal structure of 2-thiophenecarbohydrazide (thiophene-2-carboxylic hydrazide, 2-thenoyl-hydrazine) has revealed that it crystallizes in the monoclinic system, space group P21/c, with cell parameters of a = 6.1202(2), b = 8.3907(3), c = 12.5332(5) Å, β = 98.6577(11)°, Z = 4, R(F) = 0.0455 and wR(F2) = 0.1805, T = 293 K.
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10

Ashry, El Sayed H. El, El Sayed Ramadan, Hamida Abdel Hamid, and Mohamed Hagar. "Microwave Irradiation for Enhancing the Regioselective Synthesis of 6H-indolo[2,3-b]quinoxalines." Journal of Chemical Research 2005, no. 4 (April 2005): 229–32. http://dx.doi.org/10.3184/0308234054213483.

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Microwave irradiation (MWI) promotes the regioselective synthesis of 6H-indolo[2,3-b] quin oxaline (5) by condensation of isatin (1) with o-phenylenediamine. Ethyl indolo [2,3-b] quinoxaline-6-acetate (8) was prepared via the carbethoxymethylation of 5, or from the reaction of N-(ethoxycarbonylmethyl)isatin (6) with o-phenylenediamine under MWI. The reaction of 8 with hydrazine hydrate afforded the hydrazide 9, whose condensation with aromatic aldehydes and monosaccharides gave the hydrazones 10a–d.
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11

Edrees, Mastoura M. "Synthesis of 4-hydrazinopyrazolo[3,4-d]pyrimidines and their Reactions with Carbonyl Compounds." Journal of Chemical Research 37, no. 1 (January 2013): 6–10. http://dx.doi.org/10.3184/174751912x13543818811749.

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Synthesis of a new 4-hydrazinopyrazolo[3,4- d]pyrimidine was achieved via heating (4,6-dithioxo-1 H-pyrazolo[3,4- d] pyrimidin-3-yl)acetonitrile with hydrazine hydrate. Reactions of the latter product with thiophene-2-carbaldehyde and ethyl hydrazonoacetoacetate analogues afforded the corresponding hydrazone and pyrazole derivatives, respectively. Similarly, condensation of 2-[6-(benzylsulfanyl)-4-hydrazino-1 H-pyrazolo[3,4- d]pyrimidin-3-yl]acetonitrile with thiophene-2-carbaldehyde and ethyl hydrazonoacetoacetate analogues gave the respective hydrazone and pyrazolone derivatives. Alkylation reactions of 2-[4,6-bis(benzylsulfanyl)-1 H-pyrazolo[3,4- d]pyrimidin-3-yl]acetonitrile with arylamines gave the respective 4-( N-arylamino)-6-benzylsulfanylpyrazolo[3,4- d]pyrimidine derivatives.
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12

Cai, Yan-Hua, and Shun-Jiang Li. "Synthesis and Performance ofN-(Benzoyl) Stearic Acid Hydrazide." E-Journal of Chemistry 9, no. 2 (2012): 545–52. http://dx.doi.org/10.1155/2012/514386.

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N-(benzoyl) stearic acid hydrazide was synthesized from benzoyl hydrazine and stearyl chloride which was deprived from stearic acid via acylation. The structure of the compound had been characterized by FT-IR,1H NMR, at the same time, the structure of N-(benzoyl) stearic acid hydrazide was optimized by the semiempirical method PM3. The influence of the reaction ratio, reaction time and reaction temperature to the yield ofN-(benzoyl) stearic acid hydrazide was investigated by orthogonal experiment, and the optimized reaction condition was molar ratio of benzoyl hydrazine: stearyl chloride 1:1, reaction time 6 h, reaction temperature 70°C, and the yield was 92.9%. The TGA thermal analysis of N-(benzoyl) stearic acid hydrazide showed that thermal stability ofN-(benzoyl) stearic acid hydrazide was affected by heating rate, and theN-(benzoyl) stearic acid hydrazide enhanced the tensile strength, modulus and elongation at break of Poly(L-lactic acid)(PLLA).
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13

Abdelmohsen, Shawkat A., and Talaat I. El Emary. "SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY OF NOVEL PYRAZOLO[3,4-b]PYRIDINES AND THEIR SPIRO-HETEROCYCLIC DERIVATIVES." JOURNAL OF ADVANCES IN CHEMISTRY 10, no. 7 (January 22, 2014): 2901–15. http://dx.doi.org/10.24297/jac.v10i7.6802.

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The present work describes the synthesis of a novel series of heterocyclic moieties derived from 5-acetylpyrazolo[3,4-b]pyridine (1). The formation of chalcones (2a-d) was utilized to synthesize pyrazoline, isoxazoline and pyrimidine derivatives (3-10). Thiosemicarbazone and semicarbazone (11, 17) were utilized to synthesize other new triazolethiones, thiadiazole and selenadiazole derivatives (11-19). Some new spiro derivatives (22-25) were synthesized by the reaction of chalcone (21) of 1 and isatine with hydrazines, hydroxyl amines and thiourea. Also, The reaction of 1 with cyanoacetyl hydrazine gave the hydrazide-hydrazone derivative 26, which was allowed to react with aromatic aldehydes and α-cyanocinnamonitrile to afford coumarine and substituted pyridine derivatives (28, 29). The structures of all the new compounds have been established on the basis of their analytical and spectral data. Twenty two of the synthesized compounds were also evaluated for their antibacterial and antifungal activity against various strains of bacteria and fungi and most are found to possess promising antimicrobial activity when compared with Chloramphenicol and Clotrimazole
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14

Yehye, Wageeh, and Amit Nath. "Acid Hydrazide: A Potential Reagent for the Synthesis of Semicarbazones." Synthesis 50, no. 21 (August 7, 2018): 4301–12. http://dx.doi.org/10.1055/s-0037-1609557.

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Complex semicarbazone derivatives were successfully synthesized from substituted semicarbazides in acidic ethanol upon heating in the presence of aldehyde. The reaction is functional group tolerant and chemoselective because no terminal hydrazine moiety is present in the substituted semicarbazides. Thus, functional groups such as esters and acetyls, which are prone to reaction with hydrazine, can also be used in this reaction because the terminal hydrazine moiety of the acid hydrazide was protected by aryl isocyanates in order to prepare substituted semicarbazides. In addition, neither of the aryl groups of semicarbazone are dependent on the starting materials (acid hydrazide) and can be changed upon demand. Thus, this reaction protocol provides a simple and effective alternative for the preparation of a wide variety of semicarbazones that could not be synthesized by utilizing conventional methods.
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15

Ienaşcu, Ioana, Alfa Lupea, Iuliana Popescu, Mirabela Pădure, and Alina Zamfir. "The synthesis and characterization of some novel 5-chloro-2-(substituted alkoxy)-N-phenylbenzamide derivatives." Journal of the Serbian Chemical Society 74, no. 8-9 (2009): 847–55. http://dx.doi.org/10.2298/jsc0909847i.

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To obtain biologically active compounds, the synthesis of some new derivatives with an o-hydroxybenzamide structure was performed. The ethyl esters 4-6 were obtained by the reaction of 5-chloro-2-hydroxy-N-phenylbenzamide and chloro-substituted acid ethyl esters 1-3 in ethyl methyl ketone. The obtained ethyl esters were condensed with hydrazine yielding the hydrazides 7-8. The hydrazones 11-14 were obtained by the reaction of the hydrazides and the chloro-substituted benzaldehydes 9-10. All the newly synthesized compounds were characterized by FTIR, 1H-NMR, 13C-NMR, MS and elemental analyses.
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16

Journal, Baghdad Science. "Synthesis of New Heterocyclic Derivatives from 4-(3, 5-Dimethyl-1-phenyl-1H-pyrazol-4-ylazo)- benzoic acid." Baghdad Science Journal 7, no. 1 (March 7, 2010): 727–36. http://dx.doi.org/10.21123/bsj.7.1.727-736.

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In this work pyrazolin derivatives were prepared from the diazonium chloride salt of 4-aminobenzoic acid. Azo compounds were prepared from the reaction of an ethanolic solution of sodium acetate and calculated amount of active methylene compound namely, acetyl acetone to obtain the corresponding hydrazono derivative (1). Cyclocondensation reaction of compounds (1) with hydrazine hydrate and phenyl hydrazine in boiling ethanol affording the corresponding pyrazoline-5-one derivatives of 4-aminobenzoic acid (2,3). Then compound (3) was reacted with thionyl chloride to give the corresponding acid chloride derivative(4), followed by conversion into the corresponding acid hydrazide derivative (5) carboxylic acid thiosemicarbazide (11), esters (14,15), thioesters (16,17) and amides (18,19), when treated hydrazine hydrate, thiosemicarbazide, alcohols, alkylthiol and secondary amines in dry refluxing benzene; respectively. Schiff's bases (6-8) were prepared by refluxing of compound (5) with different aldehydes and ketons, then two compounds from the Schiff's bases were cyclized with ?-mercapto acetic acid to give (9 and 10). Furthermore, 1,2,4-triazole derivative (12) have been also prepared by refluxing thiosemicarbazide derivative with sodium hydroxide solution (4%) followed acidification of the result using (10%)hydrolic acid. Moreover, a thiadiazole derivative (13) has been prepared by treatment of thiosemicarbazide derivative with concentrated sulfuric acid as cyclyzing agent. Finally, oxadiazole derivative (20) has prepared by condensation of its acid hydrazide derivative with carbon disulfide in basic medium.
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17

Chauhan, Pradeep S., Skye Brettell, Mulamreddy Ramakotaiah, Sitan Diarra, Anh Minh Thao Nguyen, Xiaozheng Wei, Yousra Hamdane, Charity Deborah Yongo-Luwawa, and William D. Lubell. "Hydrazine derivative synthesis by trifluoroacetyl hydrazide alkylation." Canadian Journal of Chemistry 98, no. 9 (September 2020): 485–94. http://dx.doi.org/10.1139/cjc-2020-0052.

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N′-Alkyl hydrazides were effectively synthesized by routes featuring installation, alkylation, and removal of a trifluoroacetyl group. A set of amino acid derived hydrazides were acylated using trifluoroacetic anhydride, and the resulting trifluoroacetyl hydrazides were alkylated with alcohols in Mitsunobu reactions and with alkyl halides under alkaline conditions. Removal of the trifluoroacetyl group was affected under reductive and hydrolytic conditions to provide the respective N′-alkyl hydrazides. This three-step process may be performed without isolation of intermediates to yield N′-alkyl hydrazide after a single chromatographic purification.
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18

Wang, Xiaoxia, Hongping Yu, Peifang Xu, and Renwei Zheng. "A Facile Synthesis of Acylhydrazines from Acylbenzotriazoles." Journal of Chemical Research 2005, no. 9 (September 2005): 595–97. http://dx.doi.org/10.3184/030823405774308781.

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Acylbenzotriazoles were found to react with substituted hydrazines and aqueous hydrazine under very mild conditions, thus affording a facile synthesis of three types of acylhydrazines in moderate to excellent yields.
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19

Hossain, M. I., and M. M. H. Bhuiyan. "Synthesis and Antimicrobial Activities of Some New Thieno and Furopyrimidine Derivatives." Journal of Scientific Research 1, no. 2 (April 23, 2009): 317–25. http://dx.doi.org/10.3329/jsr.v1i2.2299.

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Fused pyrimidines, 8,9-dimethyl[1,2,4]triazolo[4,3-c]thieno[3,2-e]pyrimidine 5, 3,8,9-trimethyl[1,2,4]triazolo[4,3-c]thieno[3,2-e]pyrimidine 6, 4-benzylidinehydrazono-5,6 dimethylthieno[2,3-d]pyrimidine 7, 4-[4/-hydroxybenzylidine]hydrazono-5,6-dimethylthi-eno[2,3-d]pyrimidine 8, 4-[4/-tolylidin]hydrazono-5,6-dimethylthieno[2,3-d]pyrimidine 9, 4-[4/-nitrobenzylidine]hydrazono-5-ethyl-6-methylthieno[2,3-d]pyrimidine 10 and 4-[4/-chlorobenzylidine]hydrazono-5-ethyl-6-methylthieno[2,3-d]pyrimidine 11 are prepared in good yield by an initial treatment of 2-amino-4,5-dimethylthiophene-3-carbonitrile 1 with formic acid, affording 5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one 2, which is chlorinated with thionyl chloride and then hydrazinated with hydrazine hydrate. Finally hydrazino compound 4 is reacted with formic acid, acetic anhydrate, benzaldehyde, p-hydroxybenzaldehyde, p-toluayldehyde, p-nitrobenzaldehyde and p-chlorobenzaldehyde to give thienotriazolopyrimidines 5-6 and thienopyrimidines 7-11 respectively. All the compounds have been screened for their antimicrobial activity. Keywords: Fused pyrimidines; Hydrazino compound; Thienotriazolopyrmidines; Thienopyrimidines; Antimicrobial activity.© 2009 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved.DOI: 10.3329/jsr.v1i2.2299
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20

Gera, Ankur, Chander Mohan, and Sandeep Arora. "Synthesis of Phthaloylglycyl Hydrazide Derivatives: Selective Protection of Phthalimide Group from Hydrazinolysis." Current Organic Synthesis 15, no. 6 (August 29, 2018): 839–45. http://dx.doi.org/10.2174/1570179415666180601083256.

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Background: N-phthalimide amino acid hydrazide is a class of compounds that have the potential therapeutic use. In general, hydrazinolysis of N-substituted amino acid(s) ester removes the ester group and yields the corresponding hydrazide. However, in case if N-substitution group is phthalimide, phthalimide group is cleaved and not the ester group. The resulted compound, therefore, is amino acid ester rather than Nphthalimide amino acid hydrazide. The above class of compounds, because of susceptibility of phthalimide group to hydrazinolysis, has previously been synthesized by a lengthy three-step procedure. Objective: N-phthaloylglycyl hydrazide was synthesized by using new efficient, simplified, one step process. Hydrazone derivatives from substituted benzaldehydes, and substituted furaldehyde were also synthesized. Method: N-phthaloylglycyl hydrazide was synthesized from the corresponding carboxylic acid using 1-Ethyl- 3-(3-dimethylaminopropyl)carbodiimide (EDC) as a coupling agent and hydroxybenzotriazole (HOBt) as an activator. Hydrazone derivatives were synthesized by condensation of N-phthaloylglycyl hydrazide with substituted benzaldehyde/substituted furaldehydes. All the compounds were characterized by IR, 1H-NMR, 13CNMR, mass spectroscopy and elemental analysis. Results: The presence of EDC/HOBt resulted in hydrazinolysis of the carboxylic acid group and not the phthalimide group. N-phthaloylglycyl hydrazide was synthesized in good yield. Conclusion: We report the improved process of the synthesis of N-phthaloylglycyl hydrazide. This is the first report where stability of phthaloyl amino acid compound to hydrazine is demonstrated. The reaction may be explored for the reaction schemes where stability of phthalimide group to hydrazinolysis is required.
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21

Avdeenko, A. P., S. A. Konovalova, I. Yu Yakymenko, V. M. Baumer, S. V. Shishkina, and V. V. Pirozhenko. "Interaction of 4-{[(tolyl(methane)sulphonyl)oxy]imino}cyclohexa-2,5-dien-1-ones with N-nucleophiles." Voprosy Khimii i Khimicheskoi Tekhnologii, no. 1 (January 2021): 3–11. http://dx.doi.org/10.32434/0321-4095-2021-134-1-3-11.

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Hydrazones of 1,4-benzoquinone, which have a wide range of biological activities, can be synthesized in the reactions of 4-{[(arylsulfonyl)oxy]imino}cyclohexa-2,5-diene-1-ones or N-(4-oxocyclohexa-2,5-diene-1-ylidene)arylsulfonamides with N-substituted hydrazines. In this study, the reaction of 2,6-disubstituted 4-{[(tolyl(methane)sulfonyl)oxy]imino}cyclohexa-2,5-diene-1-ones with aroylhydrazides gave N'-(3,5-dialkyl-4-oxocyclohexa-2,5-diene-1-ylidene)aroylhydrazides, which can be obtained by cross-synthesis in the reaction of N-(3,5-dialkyl-4-oxocyclohexa-2,5-dien-1-ylidene)arylsulfonamides with aroylhydrazides. As a result of the reaction of 4-{[(tolyl(methane)sulfonyl)oxy]imino}cyclohexa-2,5-dien-1-ones with phenylhydrazine, stable 4-hydroxyanilinium tolyl(methane)sulfates were isolated. Their structures were confirmed by X-ray diffraction data. We suggested that at the first stage of the reaction between 4-{[(tolyl(methane)sulfonyl)oxy]imino}cyclohexa-2,5-diene-1-ones and hydrazines, the N–O bond of starting 4-(oxyimino)cyclohexa-2,5-diene-1-one was broken forming sulfonic acid and corresponding quinoneimine. The latter either can be reduced to corresponding aminophenol under reaction conditions or can react with an excess of N-substituted hydrazine yielding corresponding hydrazide. The formation of N'-(4-oxocyclohexa-2,5-diene-1-ylidene)arohydrazides is facilitated by a lower basicity of hydrazide and a lower redox potential of quinoneimine.
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22

Khalifa, Nagy M., Ahmed M. Naglah, Mohamed A. Al-Omara, and Abd El-Galil E. Amr. "Synthesis and Reactions of New Chiral Linear Dipeptide Candidates Using Nalidixic Acid as Starting Material." Zeitschrift für Naturforschung B 69, no. 6 (June 1, 2014): 728–36. http://dx.doi.org/10.5560/znb.2014-4031.

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A series of dipeptide heterocyclic derivatives 4-15 were synthesized using methyl 2-{[(1-ethyl- 7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridin-3-yl)carbonyl]amino}-3-ethylbutanoate (3) as starting material. Treatment of 3 with L-phenylalanine methyl ester hydrochloride afforded the corresponding dipeptide methyl ester derivative 4, which was treated with hydrazine hydrate to afford the dipeptide acid hydrazide 5. Compound 5 was coupled with aldehyde and acetophenone derivatives to afford the corresponding Schiff bases 6a-f. The hydrazide derivative 5 was reacted with ethyl acetoacetate or acetone to give compounds 7 and 8, respectively. Reaction of 5 with carbon disulfide at different conditions afforded compounds 9 and 10, which were treated with hydrazine hydrate to give the 1-amino-2-dipeptido-1,3,4-triazole derivative 11. In addition, 5 was reacted with phenyl isothiocyanate to give the thiosemicarbazide derivative 12, which was cyclized with sodium hydroxide to the dipeptido 1-phenyl-1,3,4-triazole derivative 13. Finally, treatment of 13 with methyl iodide afforded the S-methyl derivative 14, which was reacted with hydrazine hydrate to give the hydrazine derivative 15.
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23

Gavara, Laurent, Federica Verdirosa, Alice Legru, Paola Sandra Mercuri, Lionel Nauton, Laurent Sevaille, Georges Feller, et al. "4-(N-Alkyl- and -Acyl-amino)-1,2,4-triazole-3-thione Analogs as Metallo-β-Lactamase Inhibitors: Impact of 4-Linker on Potency and Spectrum of Inhibition." Biomolecules 10, no. 8 (July 23, 2020): 1094. http://dx.doi.org/10.3390/biom10081094.

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To fight the increasingly worrying bacterial resistance to antibiotics, the discovery and development of new therapeutics is urgently needed. Here, we report on a new series of 1,2,4-triazole-3-thione compounds as inhibitors of metallo-β-lactamases (MBLs), which represent major resistance determinants to β-lactams, and especially carbapenems, in Gram-negative bacteria. These molecules are stable analogs of 4-amino-1,2,4-triazole-derived Schiff bases, where the hydrazone-like bond has been reduced (hydrazine series) or the 4-amino group has been acylated (hydrazide series); the synthesis and physicochemical properties thereof are described. The inhibitory potency was determined on the most clinically relevant acquired MBLs (IMP-, VIM-, and NDM-types subclass B1 MBLs). When compared with the previously reported hydrazone series, hydrazine but not hydrazide analogs showed similarly potent inhibitory activity on VIM-type enzymes, especially VIM-2 and VIM-4, with Ki values in the micromolar to submicromolar range. One of these showed broad-spectrum inhibition as it also significantly inhibited VIM-1 and NDM-1. Restoration of β-lactam activity in microbiological assays was observed for one selected compound. Finally, the binding to the VIM-2 active site was evaluated by isothermal titration calorimetry and a modeling study explored the effect of the linker structure on the mode of binding with this MBL.
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24

Atta-Allah, Saad R., Wael S. I. Abou-Elmagd, Kamal A. A. Kandeel, Magdy M. Hemdan, David S. A. Haneen, and Ahmed S. A. Youssef. "Synthesis and Antimicrobial Activity Evaluation of Some Novel Hydrazone, Pyrazolone, Chromenone, 2-Pyridone and 2-Pyrone Derivatives." Journal of Chemical Research 41, no. 11 (November 2017): 617–23. http://dx.doi.org/10.3184/174751917x15065183733150.

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A cyanoacetohydrazide derivative underwent a series of reactions with different nucleophilic reagents, such as hydrazine hydrate, p-chlorobenzaldehyde and salicylaldehyde, to give the condensation products. In addition, an arylidene malononitrile was reacted with different nitrogen nucleophiles, such as hydrazine hydrate, thiocarbohydrazide and cyanoacetohydrazide, to afford the hydrazine, hydrazone and pyridin-2-one derivatives, respectively. Furthermore, a pyridin-2-one derivative was reacted with different carbon electrophiles, such as carbon disulfide, p-chlorobenzaldehyde and acetic anhydride. The antimicrobial activities of some of the compounds were examined.
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25

Ristić, Milenko, Biljana Dekić, Niko Radulović, and Marija Aksić. "Synthesis, complete assignment of 1H- and 13C-NMR spectra and antioxidant activity of new azine derivative bearing coumarin moiety." Bulletin of Natural Sciences Research 11, no. 1 (2021): 9–16. http://dx.doi.org/10.5937/bnsr11-31265.

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In this research, the synthesis of a new azine derivative with coumarin moiety was performed in three reaction steps, starting from 4-hydroxycoumarin. The first step in synthesis was the acetylation of 4-hydroxycoumarin to yield 3-acetyl-4-hydroxycoumarin and then the obtained 3-acetyl-4-hydroxycoumarin was reacted with hydrazine hydrate and give a corresponding hydrazone. Condensation of the hydrazone with 4-ethoxy-3methoxybenzaldehyde afforded the target compound 1-[1-(4-hydroxy-2-oxo-2H-chromen-3-yl)-ethylidene]-2-(4etoxy-3-methoxybenzylidene)-hydrazine in a good yield. The resulting azine derivative is fully spectrally characterized, including complete assignment of 1Hand 13C-NMR spectra, as well as 2D NMR (1H1H COSY, NOESY, HSQC and HMBC) spectra. The antioxidant activity of corresponding hydrazone and target compound was evaluated by DPPH method where hydrazone derivative displayed a significant and target azine good antioxidant activity, with IC50 (mM) values 11.69 and 216.60, respectively.
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26

Vijayalakshmi, Chapala, Malavattu G. Prasad, Naresh K. Katari, and Pedavenkatagari N. Reddy. "A Scalable Synthesis of Biaryl Unit of the HIV Protease Inhibitor Atazanavir." Letters in Organic Chemistry 17, no. 1 (December 12, 2019): 68–72. http://dx.doi.org/10.2174/1570178616666190514080155.

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Atazanavir is one of the most prescribed HIV-1 protease inhibitors approved by the FDA. It was the first protease inhibitor approved for once-a-day dosing to treat AIDS due to good oral bioavailability and favorable pharmacokinetic profile. This research aims to develop a new synthetic cost effective process for biaryl-hydrazine unit {tert-butyl 2-[4-(2-pyridinyl)benzyl]hydrazinecarboxylate} of atazanavir on a large scale. The synthesis involved palladium catalyzed Suzuki-Miyaura coupling of 2-chloropyridine and (4-cyanophenyl)boronic acid followed by DIBAL-H reduction of cyano group to aldehyde which is then treated with tert-butyl carbazate to furnish hydrazone subsequently in situ reduction with NaBH4. A large scale synthesis of biaryl-hydrazine unit of atazanavir was accomplished in three steps with 71% overall yield. We have developed a short and efficient synthesis of atazanavir key intermediate biaryl-hydrazine unit. The process does not require the usage of Grignard reagent, expensive catalyst, protection/deprotection of aldehyde moiety and catalytic hydrogenation.
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27

Shakir, Raied Mustafa, Shaimaa Abed Saoud, and Dhuha Faruk Hussain. "Synthesis, Antibacterial, and Molecular Docking Study of Novel 2-Chloro-8-Methoxy-3-Aryl-[1,3] Benzoxazine Derivatives using Vilsmeier Reagent." International Journal of Drug Delivery Technology 10, no. 03 (September 25, 2020): 487–98. http://dx.doi.org/10.25258/ijddt.10.3.32.

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Reducing of ethyl 4-((2-hydroxy-3-methoxybenzylidene)amino)benzoate (1) afford ethyl 4-((2-hydroxy-3-methoxybenzyl)amino)benzoate (2). Reaction of this compound with Vilsmeier reagent affords novel 2-chloro-[1,3] benzoxazine ring (3). The corresponding acid hydrazide of compound 3 was synthesized from reaction of compound (3) with hydrazine hydrate. Newly series of hydrazones (5a–i) were synthesized from reaction of acid hydrazide with various aryl aldehydes. Antibacterial activity of the hydrazones was secerned utilizing gram-negative and gram-positive bacteria. Compound (5b) and (5c) exhibited significant antibacterial ability against both gram-negative and gram-positive bacteria, while the compounds (5a) showed mild antibacterial activity. Compounds (5d–i) did not display notable activity. The molecular docking of synthesised compounds were tested inside the pocket of bacterial gyrase enzyme target site by using MOE 2015 software, which acts as Adenosine triphosphate (ATP)-binding domain bacterial gyrase enzyme pocket and novobiocin was used as reference.
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28

Ibrahim, Hassan K., Sayed H. El-Tamany, Reda F. El-Shaarawy, and Ibrahim M. El-Deen. "Synthesis and investigation of mass spectra of some novel benzimidazole derivatives." Macedonian Journal of Chemistry and Chemical Engineering 27, no. 1 (June 15, 2008): 65. http://dx.doi.org/10.20450/mjcce.2008.248.

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2-Substituted benzimidazoles (3) and (4a-c) were prepared via condensation of ethyl 2-thionyl-pyruvate (1) and hydrazidoyl derivatives (2a-c) with o-phenylene diamine in acetic acid. Acetylation of compound (4a) with acetic anhydride yielded the corresponding N-acetyl derivative (5). Treatment of compound 4b with hydrazine hydrate gave the corresponding hydrazino derivative (6). Reaction of 2-[(2-thionyl)acetyl)] benzimidazole (3) with hydrazine hydrate gave the pyrazolyl derivative (7) and hydrazino derivative (8). Alkylation of compound 3 with alkyl halide gave the corresponding 2,3-disubstituled benzimidazoles (9a, b). Pyrrolo[1,2-a] benzimidazole derivatives 10 and 11 were prepared via cyclocondensation of compound 3 with acetic anhydride in presence of AcONa and phosphorus oxychloride. The electron impact mass spectra of both of the above series of compounds have also been recorded and their fragmentation patterns are discussed.
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29

Dammene Debbih, Ouafa, Assia Sid, Rafika Bouchene, Sofiane Bouacida, Wissam Mazouz, and Noureddine Gherraf. "Two hydrazones derived from 1-aryl-3-(p-substituted phenyl)prop-2-en-1-one: synthesis, crystal structure, Hirshfeld surface analysis andin vitrobiological properties." Acta Crystallographica Section C Structural Chemistry 74, no. 6 (May 22, 2018): 703–14. http://dx.doi.org/10.1107/s2053229618006812.

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Two chalcones were synthesized by the aldolic condensation of enolizable aromatic ketones with substituted benzaldehydes under Claisen–Schmidt reaction conditions and then treated with 2,4-dinitrophenylhydrazine to yield their corresponding hydrazones. The two (E,Z)-2,4-dinitrophenylhydrazone structures, namely (Z)-1-(2,4-dinitrophenyl)-2-[(E)-3-(4-methylphenyl)-1-phenylallylidene]hydrazine, C22H18N4O4, (H1), and (Z)-1-[(E)-3-(4-chlorophenyl)-1-(naphthalen-1-yl)allylidene]-2-(2,4-dinitrophenyl)hydrazine, C25H17ClN4O4, (H2), were isolated by recrystallization and characterized by FT–IR, UV–Vis, single-crystal and powder X-ray diffraction methods. The UV–Vis spectra of the hydrazones have been studied in two organic solvents of different polarity. It was found that (H2) has a molar extinction coefficient larger than 40000. Single-crystal X-ray diffraction analysis reveals that the molecular zigzag chains of (H1) and (H2) are interconnected through noncovalent contacts. A quantitative analysis of the intermolecular interactions in the crystal structures has been performed using Hirshfeld surface analysis. All the synthesized chalcones and hydrazones were evaluated for their antibacterial and antioxidant activities. Results indicate that the studied compounds show significant activity against Gram negativeEscherichia colistrain and the chalcone 3-(4-methylphenyl)-1-phenylprop-2-en-1-one, (C1), was the most effective. In addition, only hydrazone (H1) displayed a moderate DPPH (2,2-diphenyl-1-picryl hydrazyl) scavenging efficiency.
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30

Wasfy, Ashraf A. F., Mohamed M. H. Arief, Mahassen S. Amine, Shafey G. Donia, and Aly A. Aly. "γ-Oxo Carboxylic Acids in Heterocyclic Synthesis, III. Synthesis of Biologically Active 4-Benzylamino-6-(5,5-dioxodibenzothiophen- 2-yl)-2,3,4,5-tetrahydropyridazin-3-ones." Zeitschrift für Naturforschung B 57, no. 6 (June 1, 2002): 668–76. http://dx.doi.org/10.1515/znb-2002-0613.

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α-Benzylamino-β-(5,5-dioxodibenzothiophen-2-carbonyl)propionic acid (1) has been synthesized by treating the corresponding β-aroylacrylic acid with benzylamine in dry benzene. On treatment with hydrazine hydrate the keto acid 1 furnishes the corresponding pyridazinone derivative 2. The behaviour of 2 towards carbon electrophiles, namely, ethyl chloroacetate, acrylonitrile, formaldehyde and secondary amines (under Mannich reaction conditions), aromatic aldehydes and carbon nucleophiles, namely, POCl3/PCl3 and P2S5 has been investigated. The 3-chloropyridazine derivative 13 reacts with hydrazine hydrate to give the 3-hydrazino derivative 14. On treatment with ethyl acetoacetate and/or acetylacetone the hydrazine 14 undergoes cyclization to afford pyrazolone derivative 16 and 3-(3,5-dimethylpyrazol- 1-yl)pyridazine derivative 17, respectively. On reaction with acetylhydrazine in boiling butanol and/or sodium azide in DMF the 3-chloropyridazine derivative 13 affords the triazolo[4,3-b]pyridazine 18 and the tetrazolo[1,5-b]pyridazine 19, respectively. The anti-microbial activity of the synthesized derivatives has been investigated.
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31

Salim, Saema, and Qamar Ali. "Design, Synthesis and Characterization of 2,4-Dimethylphenyl Hydrazine based Chemosensors." Scientific Inquiry and Review 4, no. 1 (March 2020): 46–58. http://dx.doi.org/10.32350/sir.41.04.

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Hydrazones are a unique division of compounds found in various syntheses. They have an important role in synthetic chemistrydue to their different biological properties, such as antifungal, anticonvulsant, antibacterial, antimalarial, anti-inflammatory and anti-TB properties. This paper reports the syntheses of a series of 3 hydrazones based on the condensation of 2,4-dimethylphenyl hydrazine HCl with different aromatic carbonyl compounds. The structures of the synthesized compounds were confirmed by EIMS. These compounds can act as ideal candidates in chemosensor chemistry.
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32

Hajipour, Abdol Reza, Iraj Mohammadpoor-Baltork, and Mansour Bigdeli. "A Convenient and Mild Procedure for the Synthesis of Hydrazones and Semicarbazones from Aldehydes or Ketones under Solvent-free Conditions." Journal of Chemical Research 23, no. 9 (September 1999): 570–71. http://dx.doi.org/10.1177/174751989902300926.

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33

GOKLANI, POONAM, and ANIL GUPTA. "Synthesis, Structural Characterization and Study of Biological Activity of Hydrazine Derivatives." Material Science Research India 14, no. 2 (August 29, 2017): 190–93. http://dx.doi.org/10.13005/msri/140217.

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Hydrazide-hydrazone derivatives play vital role in development of various pharmacological activities such as anti-tubercular, antiproliferative and antitumor activities. Some novel biologically active Hydrazide derivatives substituted with heterocyclic moiety have been synthesized. All the synthesized compounds structures were confirmed by IR, NMR and Mass spectra. Synthesized compounds were subjected to antibacterial screening in vitro and biological activity in vivo.
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34

Tokumaru, Kazuyuki, Kalisankar Bera, and Jeffrey Johnston. "1,3,4-Oxadiazole and Heteroaromatic-Fused 1,2,4-Triazole Synthesis­ Using Diverted Umpolung Amide Synthesis." Synthesis 49, no. 20 (August 7, 2017): 4670–75. http://dx.doi.org/10.1055/s-0036-1590802.

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Umpolung Amide Synthesis (UmAS) has emerged as a superior alternative to conventional amide synthesis methods based on carbonyl electrophiles in a range of situations, particularly when epimerization-prone couplings are prescribed. In an unanticipated development during our most recent studies, we discovered that diacyl hydrazide products from UmAS were not formed as intermediates when using an acyl hydrazide as the amine acceptor. This resulted in a new preparation of 1,3,4-oxadiazoles from α-bromonitroalkane donors. We hypothesized that a key tetrahedral intermediate in UmAS was diverted toward a more direct pathway to the heterocycle product rather than through formation of the diacyl hydrazide, a typical oxadiazole progenitor. In studies reported here, diversion to 1,2,4-triazole products is described, a behavior hypothesized to also result from an analogous tetrahedral intermediate, but one formed from heteroaromatic hydrazine acceptors.
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35

Abdel Hafez, Ali A., Raga A. Ahmed, Ahmed A. Geies, and Hussein S. El-Kashef. "Synthesis and Some Reactions of Thieno[2,3-d]pyrimidines and S-Substituted Mercaptopyridines." Collection of Czechoslovak Chemical Communications 58, no. 8 (1993): 1931–36. http://dx.doi.org/10.1135/cccc19931931.

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Ethyl 3-cyano-4,6-diphenyl-2-pyridylthioacetate (II) yielded with hydrazine hydrate hydrazides III, IV that both proved to be versatile compounds for the synthesis of new heterocyclic derivatives. Thus the thieno[2,3-bpyridine derivatives Xa - Xd and XIIa - XIId were obtained.
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36

Refat, Moamen S., Ahmed Gaber, Walaa F. Alsanie, Mohamed I. Kobeasy, Rozan Zakaria, and Kehkashan Alam. "Utilization and simulation of innovative new binuclear Co(ii), Ni(ii), Cu(ii), and Zn(ii) diimine Schiff base complexes in sterilization and coronavirus resistance (Covid-19)." Open Chemistry 19, no. 1 (January 1, 2021): 772–84. http://dx.doi.org/10.1515/chem-2021-0068.

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Abstract This article aimed at the synthesis and molecular docking assessment of new diimine Schiff base ligand, namely 2-((E)-(2-((Z)-2-(4-chlorophenyl)-2-hydroxyvinyl)hydrazono) methyl)-6-methoxyphenol (methoxy-diim), via the condensation of 1-(4-chloro-phenyl)-2-hydrazino-ethenol compound with 2-((E)-(2-((Z)-2-(4-chlorophenyl)-2-hydroxy vinyl) hydrazono)methyl)-6-methoxyphenol in acetic acid as well as the preparation of new binuclear complexes of Co(ii), Ni(ii), Cu(ii), and Zn(ii). The following synthesized complexes were prepared in a ratio of 2:1 (metal/ligand). The 1H-NMR, UV-Vis, and FTIR spectroscopic data; molar conductivity measurements; and microanalytical, XRD, TGA/DTG, and biological studies were carried out to determine the molecular structure of these complexes. According to the spectroscopic analysis, the two central metal ions were coordinated with the diamine ligand via the nitrogen of the hydrazine and oxygen of the hydroxyl groups for the first metal ions and via the nitrogen of the hydrazine and oxygen of the phenol group for the second metal ions. Molecular docking for the free ligand was carried out against the breast cancer 3hb5-oxidoreductase and the 4o1v-protein binding kidney cancer and COVID-19 protease, and good results were obtained.
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37

Słomiak, Krzysztof, Andrzej Łazarenkow, Lilianna Chęcińska, Joachim Kusz, Justyn Ochocki, and Jolanta Nawrot-Modranka. "Synthesis, Spectroscopic Analysis and Assessment of the Biological Activity of New Hydrazine and Hydrazide Derivatives of 3-Formylchromone." Molecules 23, no. 8 (August 17, 2018): 2067. http://dx.doi.org/10.3390/molecules23082067.

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The hydrazine and hydrazide derivatives of benzo-γ-pyrones with fluorine substituents remain an unexplored group of chemical compounds. This preliminary study reports the synthesis, structural assessment, initial microbiological screening and biological testing of the synthesized compounds on cell lines using the XTT-assay. A series of 10 novel hydrazine and hydrazide derivatives of 3-formylchromone were synthesized and their structures determined. Structural assessment consisted of elemental analysis, IR, 1H-NMR, 13C-NMR, MS and crystallographic studies. Antimicrobial activity was tested on standard strains representing different groups of microorganisms. The tested compounds were found to inhibit microbial growth. Concentrations of 0.01–1250 µmol/L were found to influence cell proliferation, demonstrating antiproliferative and stimulation of proliferation against two cell lines: the L929 cell line (mouse fibroblast cell line) and the EA.hy926 cell line (the human umbilical vein, somatic cell hybrid).
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38

Varynskyi, B. О. "Optimization of detection range of hydrazides of carboxylic acids and 2-acylhydrazinсarbothioamids by HPLC-ECI-MC." Farmatsevtychnyi zhurnal, no. 4 (September 4, 2018): 59–64. http://dx.doi.org/10.32352/0367-3057.4.15.02.

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Elaboration of control steps of hydrazids and сarbothioamids, raw materials in the synthesis of 1,2,4-triazol-3-yl-thioacetate acids, potential drug substances on research and production stage is an important task. The study of adsorption, distribution, metabolism and excretion of these substances has great importance. The HPLC-MS is the most universal and selective method used in these cases. The aim of our study was to determine the optimal conditions for mass spectrometric detection of ionization in electrospray in HPLC-MS іzonіcotinohydrazide, furan-2-carbohydrazide, 2-morpholinoacetohydrazide, 2-methoxybenzohydrazide, 2-isonicotinoyl-N-(2-methoxyphenyl)hydrazine-1-carbothioamide, 2-(furan-2-carbonyl)-N-phenylhydrazine-1-carbothioamide, 2-(2-morpholinoacetyl)-N-phenylhydrazine-1-carbothioamide, N-methyl-2-(2-morpholinoacetyl)hydrazine-1-carbothioamide, 2-(2-methoxybenzoyl)hydrazine-1-carbothioamide, precursor substances in the synthesis of salts of 1,2,4-triazol-3-yl-thioacetate acids for 8 synthetic schemes using full factorial design on 3 factors and polynomial regression equations. Work was carried out using flow injection analysis (the technique of direct sample introduction into the ion source) on a liquid chromatograph Agilent 1260 Infinity HPLC System with a single quadrupole mass spectrometer Agilent 6120. The optimal conditions of mass spectrometric detection series hydrazides and сarbothioamides for HPLC-ESI-MS on the basis of the calculated maxima polynomial regression functions were obtained. The equation of polynomial regression for the corresponding hydrazides and carbatioamides were suggested. The equations show the dependence of the mass detector signal intensity on three important factors: dryng gas temperature, the fragmentor voltage, the nebulizer pressure. The optimal conditions of mass spectrometric detection choice to maximize the signal detector and thus increase the sensitivity and selectivity of the determinations. It may allow partially separate the signal of these substances from the impurities signal because these conditions have specificity.
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Świątek, Piotr, Jolanta Saczko, Nina Rembiałkowska, and Julita Kulbacka. "Synthesis of New Hydrazone Derivatives and Evaluation of their Efficacy as Proliferation Inhibitors in Human Cancer Cells." Medicinal Chemistry 15, no. 8 (November 18, 2019): 903–10. http://dx.doi.org/10.2174/1573406415666190128100524.

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Background: Hydrazine-hydrazones represent a group of bioactive compounds that display antibacterial, anti-inflammatory, antiviral or anticancer activities. Methods: The group of new derivatives was evaluated by the viability assay in human cancer and normal cells. Results: The dimethylpyridine hydrazones showed potent inhibition of cell proliferation of breast, colon cancer cells, human melanoma and glioblastoma. Compound 12 inhibited proliferation of cancer cells exhibiting a drug-resistant phenotype (MCF-7/DX and LoVoDX) at low millimolar concentrations. Whereas, antimelanoma activity was revealed by Compounds 2, 4, 7 and 12. Conclusion: The present results highlighted newly synthetized hydrazine derivatives an excellent base for the design of new anticancer agents and resistance inhibitors.
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40

Mcfadden, HG, and JL Huppatz. "Synthesis of (Pyrazol-4-yl)alkanones and Alkylpyrazole-4-Carbonitriles." Australian Journal of Chemistry 44, no. 9 (1991): 1263. http://dx.doi.org/10.1071/ch9911263.

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1-(5-Aminopyrazol-4-yl)alkan-1-ones and 5-alkylpyrazole-4-carbonitriles were obtained by reaction of 2-(1-ethoxyalkylidene)-3-oxoalkanenitriles (acrylonitriles) with hydrazines. The ratios of the various pyrazole products depended on the solvent used, and on the nature of the substituents on both the acrylonitrile and hydrazine reactants. In general, formation of pyrazole-4-carbonitriles was favoured by the use of acetic acid whereas use of ethanol favoured the formation of 1-(pyrazol-4-yl)alkan-1-ones. The use of 3-ethylacrylonitrile gave predominantly 3-ethylpyrazole-4-carbonitriles whereas acrylonitriles unsubstituted in the 3-position gave mainly 1-(pyrazol-4-yl)alkan-1-ones. The use of hydrazine gave exclusively pyrazole-4-carbonitriles irrespective of other factors, whereas use of methyl- and phenyl- hydrazines gave mixtures of varying composition depending on the acrylonitrile 3-substituent and the solvent. This synthesis provides a convenient route using mild conditions to novel pyrazole-4-carbonitriles and 1-(pyrazol-4-yl)alkan-1-ones which may have interesting biological properties.
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Dzhumadullaeva, S. A., A. B. Bayeshov, and A. V. Kolesnikov. "STUDY OF THE CATALYTIC HYDRAZINOLYSIS OF HIGHER FATTY ACIDS." SERIES CHEMISTRY AND TECHNOLOGY 2, no. 440 (April 15, 2020): 56–61. http://dx.doi.org/10.32014/2020.2518-1491.23.

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In this work, the reaction of hydrazinolysis of higher fatty acid in the presence of an ionite catalyst is considered for the first time. Synthetic commodity anion exchange resin AB-17-8 was used as a catalyst. Before use, the anionite was converted to OH-form and its exchange capacity was determined. The experiments were made in the static conditions in a glass reactor with mixing of the reaction mixture.The reaction of palmitic acid with hydrazine yielded the corresponding hydrazide. The influence of various factors (quantity of hydrazine hydrate, catalyst, butyl alcohol, temperature, reaction duration) on the formation of palmitic acid hydrazide was studied. It is shown that with an increase in the amount of hydrazine hydrate in the initial mixture from 2.0 to 2.52 g per gram of palmitic acid, the yield of hydrazide increases, and further increase in the concentration of this reagent leads to a decrease in the selectivity of the process, due to the occurrence of side condensation reactions. Increasing the amount of catalyst from 2 to 3 g per gram of palmitic acid leads to an increase in the yield of hydrazide. It reveals optimum conditions of synthesis under which the most palmitic hydrazide yield made 90%. The analysis of the initial substances and the reaction product was carried out using the photocolorimetric method. As a result, the IR spectroscopic researches of the mechanism of hydrazinolysis reaction of the palmitic acid with active centers of anion-exchange. It is shown that the reaction proceeds with the formation of transition complexes on the surface of the anion exchange resin. The practical value of this work is to develop an effective method of palmitic acid hydrazide preparation. Keywords: palmitic acid, hydrazine, hydrazide, catalyst.
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42

Sarma, K. Narasimha, M. C. S. Subha, and K. Chowdoji Rao. "A Facial Synthesis and Antimicrobial Activity of Some Pyrazole Derivatives Carrying Indole." E-Journal of Chemistry 7, no. 3 (2010): 745–50. http://dx.doi.org/10.1155/2010/979401.

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The title compounds (7a-h) were prepared by esterification of indole-5-carboxylic acid (1) and subsequent treatment with hydrazine hydrate in methanolviathe hydrazide (3). Finally hydrazide (3) condensed with different substituted aldol (6) in acetic acid / PTSA catalytic media produced (3,5-subsituted-4,5-dihydropyrazol-1-yl)(1H-indol-5-yl)methanone (7a-h) in good yields. All the newly synthesized compounds are by elemental analysis and spectral studies and evaluated for antimicrobial activities.
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43

Journal, Baghdad Science. "Synthesis of New N-Substituted Phenoxazine Derivatives." Baghdad Science Journal 13, no. 2 (June 5, 2016): 360–65. http://dx.doi.org/10.21123/bsj.13.2.360-365.

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This work comprises the synthesis of new phenoxazine derivatives containing N-substituted phenoxazine starting from phenoxazine (1). Synthesis of ethyl acetate phenoxazine (2) through the reaction of phenoxazine with ethylchloroacetate, which reacted with hydrazine hydrate to give 10-aceto hydrazide phenoxazine (3), then reacted with formic acid to give 10-[N-formyl acetohydrazide] phenoxazine (4). Reaction of compound (4) with phosphorous pentaoxide or phosphorus pentasulphide to gave 10-[N-methylene-1,3,4-oxadiazole] phenoxazine (5) and 10-[N-methylene-1,3,4-thiadiazole] phenoxazine (6).
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44

Qiu, Xiao Yang, An Ran Shi, and Xiao Li Zhang. "Synthesis and Cytotoxic Activity of Salicyloyl Hydrazone Derivatives." Applied Mechanics and Materials 320 (May 2013): 522–25. http://dx.doi.org/10.4028/www.scientific.net/amm.320.522.

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Three salicyloyl hydrazone derivatives (compounds 1-3) were prepared by reacting salicyloyl hydrazine with substituted formaldehydes. Their structures were characterized by melting point, 1H-NMR, ESI-MS and elemental analyses. The cytotoxic activity of compounds 1-3 was evaluated in vitro against Hela cells (human cervical cancer cells). The results revealed that all the compounds showed cytotoxic activity, with IC50 values lower than 15 μM.
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45

Siddiqui, Abdul U., Yelluru Satyanarayana, and Abdul H. Siddiqui. "Synthesis of trans β-Lactams of Estrane Series." Collection of Czechoslovak Chemical Communications 60, no. 7 (1995): 1186–90. http://dx.doi.org/10.1135/cccc19951186.

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17,17-Ethylenedioxy-1,3,5(10)-estratrien-3β-ol (I) was converted into ethyl ester II by reaction with ethyl chloroacetate in the presence of potassium. The ethyl ester II on reaction with hydrazine gave hydrazide III, which on condensation with aromatic aldehydes gave Schiff bases IVa-IVd. The reaction of Schiff bases IVa-IVd with chloroacetyl chloride in the presence of triethylamine afforded β-lactams Va-Vd.
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46

Liu, Yu Ting, Zhi Peng Yang, and Da Wei Yin. "Synthesis and Antibacterial Activity of Acetyl Ferrocene Hydrazine Hydrazone and its Metal Complexes." Advanced Materials Research 413 (December 2011): 459–62. http://dx.doi.org/10.4028/www.scientific.net/amr.413.459.

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Acetyl ferrocene hydrazine hydrazone and its novel metal complexes were synthesized. The structures were confirmed by elemental analysis, IR, molar conductance and thermo gravimetric analysis. The antibacterial activity was tests the result showed that the antibacterial activities of the complexes were significantly improved comparing with ligands.
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47

Lupea, Xenia, Iuliana Popescu, Corneliu Tarabasanu, Ioana Ienascu, and Valentin Badea. "The synthesis and characterization of some ortho-substituted phenoxyalkanoic acids and their derivatives." Journal of the Serbian Chemical Society 71, no. 12 (2006): 1247–61. http://dx.doi.org/10.2298/jsc0612247l.

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The synthesis of 2-phenoxyalkanoic acids (ethanoic, propanoic, butanoic) was realized by the reaction of ortho-hydroxybenzamide respectively N-phenyl-o-hydroxybenzamide with ?-halogenated acids in aqueous sodium hydroxide solution. 2-[o-(carbamoyl)phenoxy]-2-methyl- and 2-[o-(phenylcarbamoyl)phenoxy]-2-methyl- propanoic acids were obtained by reaction of the appropriate amide with acetone, chloroform and sodium hydroxide. Ethyl esters of 2-phenoxyalkanoic acids were obtained by the reaction of the amide with ethyl esters of ?-halogenated acids in different reaction media. Starting from the ethyl esters of 2-[2-(N-phenylcarbamoyl) phenoxy]alkanoic acids with hydrazine 2-[2-(N-phenylcarbamoyl)phenoxy]alkanoic acids hydrazides were obtained, which are considered key intermediates for the synthesis of several series of new compounds. Schiff bases and N-imido-derivatives were obtained by condensation of hydrazide with substituted aromatic aldehydes respectively maleic anhydride. The synthesized compounds were characterized by physico-chemical methods (FTIR, NMR and mass spectrometry). .
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48

Gracza, Tibor, Zdeněk Arnold, and Jaroslav Kováč. "Synthesis of pyridazines via furan vinamidinium salts." Collection of Czechoslovak Chemical Communications 53, no. 6 (1988): 1297–301. http://dx.doi.org/10.1135/cccc19881297.

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Reaction of 5-(N,N-dimethylamino)-2-furfurylidene-N,N-dimethyliminium bromide (I) with hydrazine affords 3-hydrazono-2,3,4,5-tetrahydro-6-methylenehydrazonopyridazine (III). 5-(N,N-Dialkylamino)-2-arylazofuran salts II react with the same reagent to give 3,6-disubstituted pyridazines V. The structure of the synthesized compounds was identified by 1H NMR and mass spectra.
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49

Bakeri, Gh, and M. Rahimnejad. "Kinetics study of hydrazodicarbonamide synthesis reaction." Chemical Industry and Chemical Engineering Quarterly 19, no. 2 (2013): 273–79. http://dx.doi.org/10.2298/ciceq120221061b.

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In this study, the kinetics of hydrazodicarbonamide (HDCA) synthesis reaction was investigated. Hydrazodicarbonamide is prepared by reaction of urea and hydrazine in acidic medium. Synthesis of HDCA from urea and hydrazine is a two steps reaction. In the first step, semicarbazide is synthesized from the reaction of one mole of urea and one mole of hydrazine and in the second step, semicarbazide reacts with urea to produce hydrazodicarbonamide. By controlling the temperature and pH in the reaction, hydrazine concentration and the amount of produced hydrazodicarbonamide were measured and using these data, reaction rate constants were calculated. Based on this study, it was found that the semicarbazide formation reaction from hydrazine is the rate limiting step. Rate of semicarbazide synthesis is -r1 = 0.1396 [NH2NH2]0.5810 and the rate of hydrazodicarbonamide synthesis is -r2 = 0.7715 [NH2NHCONH2]0.8430.
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50

Darwish, Elham S., Mahmoud A. Abdelrahman, and Abdellatif M. Salaheldin. "Enamines in Heterocyclic Synthesis: A Novel Simple and Efficient Route to Condensed Pyridazines." Zeitschrift für Naturforschung B 66, no. 6 (June 1, 2011): 597–602. http://dx.doi.org/10.1515/znb-2011-0607.

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An efficient and easy preparation of enamine derivatives, via active methyl and methylene compounds by in situ-generated 1-(diethoxymethyl)piperidine, produced from the mixture of triethyl orthoformate/piperidine/DMF, are described. Some new pyridazinone derivatives have been synthesized from the reaction of enamines with hydrazine hydrate and cyanoacid hydrazide.
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