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Journal articles on the topic 'Β- unsaturated ketone; hydrazine hydrate'

Author: Grafiati

Published: 4 June 2025

Last updated: 1 August 2025

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1

Sainath, Zangade. "Aqueous 2-Methoxyethanol Reaction Media: Synthesis of Some 4, 5-Dihydro- Pyrazole-1-Carbaldehyde Derivative." Journal of Progressive Research in Chemistry 4, no. 3 (2017): 201–5. https://doi.org/10.5281/zenodo.3969799.

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A novel N-formyl-2-pyrazoline derivative was synthesized by reaction of an α,β- unsaturated ketone with hydrazine hydrate and formic acid in aqueous 2-methoxyethanol reaction media. The Clean reaction conditions, simple workup procedure and short reaction time giving high yields of product are notable advantages of method. The structure of the title compound was established by IR, 1H NMR, 13C NMR and analytical data.

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2

Jyoti, Gaba, Sharma Sunita, Arora Geetika, Joshi Sukesha, and Goyal Akhil. "Synthesis and microbial activity of pyrazolines." Journal of Indian Chemical Society Vol. 92, oct 2015 (2015): 1587–93. https://doi.org/10.5281/zenodo.5701033.

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Department of Chemistry, Punjab Agricultural University, Ludhiana-141 004, Punjab, India E-mail : jyotgcw@gmail.com, geetu2487@yahoo.com, joshisukesha@gmail.com, jimmygoyal51@gmail.com Department of Plant Breeding and Genetics, Punjab Agricultural University, Ludhiana-141 004, Punjab, India <em>E-mail</em> : sunita_sharma@pau.edu <em>Manuscript received online 01 December 2014, revised 10 February 2015, accepted 27 March 2015</em> Claisen-Schmidt reaction of different aromatic aldehydes with acetone gave α,β-unsaturated ketones (1a-7a) which on further reaction with hydrazine hydrat

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3

Zhao, Junlong, Jun Qiu, Xiaofeng Gou, Chengwen Hua та Bang Chen. "Iron(III) phthalocyanine chloride-catalyzed oxidation–aromatization of α,β-unsaturated ketones with hydrazine hydrate: Synthesis of 3,5-disubstituted 1H-pyrazoles". Chinese Journal of Catalysis 37, № 4 (2016): 571–78. http://dx.doi.org/10.1016/s1872-2067(15)61043-9.

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4

Kozlecki, Tomasz, Celest Samyn, Roger W. Alder та Philip G. Green. "Unexpected reactions of α,β-unsaturated esters with hydrazine hydrate". Journal of the Chemical Society, Perkin Transactions 2, № 2 (2001): 243–46. http://dx.doi.org/10.1039/b000828l.

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5

Potikha, Lyudmyla. "Peculiarities of the reactions of a,b-unsaturated g-bromoketones with hydrazine derivatives." French-Ukrainian Journal of Chemistry 6, no. 1 (2018): 56–66. http://dx.doi.org/10.17721/fujcv6i1p56-66.

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The reaction result of a,b-unsaturated g-bromoketones with hydrazines depends on the structure of the reagents. Reaction with hydrazine hydrate leads to the mixture of 3,5- di(R)pyridazine, 3,6-di(R)pyridazine and 2,4-di(R)-1H-pyrrol-1-amine derivatives. The formation of three types of products is due to the structure of the unsaturated aliphatic ketone. Two competing reaction schemes of ketones with hydrazines are considered, which include condensation or Michael-type addition in the first stage. The main products of the reactions of halogen-substituted derivatives of g-bromodipnone with aryl

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6

Ewes, Wafaa A., Sahar M. I. Badr, Hassan M. Eisa, and Magda N. A. Nasr. "Molecular modeling and synthesis of new 1,5-diphenylpyrazoles as breast cancer cell growth inhibitors." Heterocyclic Communications 21, no. 6 (2015): 367–75. http://dx.doi.org/10.1515/hc-2015-0156.

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AbstractNew pyrazoles have been synthesized and evaluated as breast cancer cell growth inhibitors. Condensation of the substituted pyrazole-4-carbaldehyde1with acetophenone and chloroacetophenone afforded α, β-unsaturated ketones2and3, respectively. Compounds2and3were subjected to different reactions using hydrazine hydrate, substituted hydrazine hydrate, hydroxylamine,o-phenylenediamine, malononitrile under different conditions affording 4-substituted pyrazole derivatives4–28. Structure elucidation of these compounds was conducted using IR,1H NMR,13C NMR, mass spectral data and elemental anal

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7

Kozlecki, Tomasz, Celest Samyn, Roger W. Alder та Philip G. Green. "ChemInform Abstract: Unexpected Reactions of α,β-Unsaturated Esters with Hydrazine Hydrate." ChemInform 32, № 21 (2010): no. http://dx.doi.org/10.1002/chin.200121108.

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8

Marwa A. Atiyah, Olfat A. Nief, and Abdulkader M. Noori. "New Pyrazolines with Imine Moiety: Synthesis, Characterization." Tikrit Journal of Pure Science 26, no. 5 (2021): 40–47. http://dx.doi.org/10.25130/tjps.v26i5.175.

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Chalcone was prepared by claisen- schmidt condensation between reaction equivalent moles from 4-amino acetophenone with thiophen -2-carboxaldehyde in presence sodium hydroxide as base, the mechanism was involved the abstraction α Proton by base from the α-carbon of the ketone to form carbanion, which attacks carbonyl of aldehyde contains no α-hydrogens to produce α-β-unsaturated ketone, Chalcone derivative used to synthesize pyrazoline derivatives by condensation with 2,4-dinitro phenyl hydrazine. The newly synthesized compounds were determined using spectroscopic methods such as FTIR, Mass sp

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9

Talekar, P. R. "Synthesis and Biological Actisvity of Hydroxy Chalcone Their Pyrazole and Isoxazole Derivatives." International Journal of Advance and Applied Research 5, no. 23 (2024): 176–78. https://doi.org/10.5281/zenodo.13622043.

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Abstract: The Heterocyclic compounds and its derivative have wide scope in chemistry and its Shows different Biological Activities due to this intention researcher attract to work. The Chalcone Structure contain two aromatic ring linked by an aliphatic three carbon chain having alpha beta unsaturated ketone with reactive ethylenic group.in claisen-schimdt condensation equimolar quantities of aromatic aldehyde (without alpha hydrogen) and aromatic ketone (with active –CH group) React in the presence of Condensing reagent.in the present work  3-Hydroxy benzaldehyde react with 1,4

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10

B., G. Maske. "Synthesis and Biological Activity of 3-Nitro 5-Chloro Chalcone and Their Pyrazole and Isoxazole Derivatives." International Journal of Advance and Applied Research S6, no. 18 (2025): 946–49. https://doi.org/10.5281/zenodo.15273714.

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<em>The heterocyclic compounds and their derivatives hold significant importance in chemistry due to their diverse biological activities, which attract researchers to explore them further. The chalcone structure consists of two aromatic rings connected by a three-carbon aliphatic chain, containing an α,β-unsaturated ketone with a reactive ethylenic group. In the Claisen-Schmidt condensation, equimolar amounts of an aromatic aldehyde (lacking α-hydrogen) and an aromatic ketone (with an active –CH group) react in the presence of a condensing agent. In the current study, 3-

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11

S. AL-Rawi, Muna, Huda A. Hassan, Dheefaf F. Hassan та Ismaeel Y. Majeed. "New Series of Substituted Heterocyclics Derived from α , β – Unsaturated Ketone and Their Cytotoxic Activity Tumor Cell Lines". Oriental Journal of Chemistry 34, № 6 (2018): 2826–31. http://dx.doi.org/10.13005/ojc/340620.

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The aldol condensation of 2-acetylnaphthalene with 9-anthracene carboxaldehyde afforded α, β-unsaturated keton (1) . New heterocyclic compounds containing: cyclohexenone[2], indazole[3], pyrimidinethion [4], thiazolo fused pyrimidine[5], isoxazoline[6], substituted pyrazoline[7]a-d and pyrimidinone[8] rings system were synthesized from α, β-unsaturated keton[1]. Cyclization of [1] with ethylacetoacetate gave the mentioned heterocycle cyclohexanone [2]. The cyclo condensation of [2] with hydrazine gave the new indazole derivative [3]. furthermore, the reation of [1]with thiourea gives thiopyrmi

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12

haikh, Parin V. S. "Microwave Synthesis and Biological Evaluation of Coumarins Substituted Furylpyrazolylpyrazoline." Asian Journal of Chemistry 35, no. 4 (2023): 1009–13. http://dx.doi.org/10.14233/ajchem.2023.27571.

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Some new furaylpyrazolylpyrazoline substituted coumarins were synthesized under microwave irradiation. Target compounds were obtained by cyclization of coumarin chalcones with various substituted hydrazine hydrate and arylhydrazines to give the corresponding pyrazoline by Michael addition reaction (1,4-addition on α,β-unsaturated carbonyl group). Establishment of the structure of the synthesized compounds were based on 1H NMR, 13C NMR, IR, mass spectrometry and elemental analysis data. The synthesized compounds were screened for antibacterial in vitro against Bacillus subtilis, Staphylococcus

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13

Barlet, Roger, Bahman Baharmast та Michel Vidal. "Monohalogénocyclopropanation des esters et des acides α-éthyléniques diversement alkylés. Activation et stéréosélection antithermodynamique". Canadian Journal of Chemistry 69, № 3 (1991): 489–95. http://dx.doi.org/10.1139/v91-073.

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The halogenocyclopropanation of α,β-unsaturated acids and their esters through a reaction with dichloromethane and MeLi/LiBr proceeds with excellent yields. With the esters, the only halogenocyclopropanic adducts obtained are the hydroxylated ones while the acids lead to carbonylated adducts as major products, even when there is an excess of MeLi. With the acids, the cyclopropanation takes place selectively with a lithiated hydrate of ketone type intermediate favouring the formation of the ring. The stability of the primary product of the cycloaddition is such that it does not react massively

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14

Ganesh Somashekarachar, Arpita Goswami, Kannika Byadarahalli Ravindranath, Madan Kumar Shankar, and Manju Nagaraja. "Antioxidant studies of 3-(5-(2,4-dichlorophenoxy)-3-methyl-1-phenyl-1Hpyrazole-4-yl)-1-(furan-2-yl)prop-2-en-1-one." International Journal of Research in Pharmaceutical Sciences 12, no. 2 (2021): 1375–78. http://dx.doi.org/10.26452/ijrps.v12i2.4693.

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Chalcones are flavonoid precursors, abundant in edible plants. The pyrazole moieties in chalcones show various pharmacological activities. Notably, Chalcone-based structures exhibit numerous pharmacological activities like antiinflammatory, antibacterial, antitumor, antioxidant functions because of having α, β-unsaturated ketone moiety. Such broad spectrum biological activities were also observed in several nitrogen containing heterocycles. Among the heterocyclic systems, pyrazole stand unique. All these observations led us to design and synthesize pyrazole fused hybrid thiophenechalcone molec

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15

El-Naggar, Mohamed, Amira S. Abd El-All, Shweekar I. A. El-Naem, Mohamed M. Abdalla та Huda R. M. Rashdan. "New Potent 5α- Reductase and Aromatase Inhibitors Derived from 1,2,3-Triazole Derivative". Molecules 25, № 3 (2020): 672. http://dx.doi.org/10.3390/molecules25030672.

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This work describes the utility of pyrazole-4-carbaldehyde 1 as starting material for the synthesis of a novel potent series of 5α-reductase and aromatase inhibitors derived from 1,2,3-triazole derivative. Condensation of 1 with active methylene and different amino pyrazoles produced the respective Schiff bases 2–4, 8 and 9. On the other hand, 1 was reacted with ethyl cyanoacetate and thiourea in one-pot reaction to afford the pyrazolo-6- thioxopyridin-2-[3H]-one (10). Moreover, α–β unsaturated chalcone derivative 11 was prepared via the reaction of compound 1 with P-methoxy acetophenone, whic

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16

Orel, Vladimir B., Grigoriy R. Gnatovskiy, and Nadezhda M. Vitkovskaya. "Quantum‐Chemical Modeling of One‐Pot Assembly of 1‐Formyl‐2‐Pyrazolines from Alkylaryl Ketones, Arylacetylenes, Hydrazine, and Formic Acid." Asian Journal of Organic Chemistry, June 19, 2025. https://doi.org/10.1002/ajoc.202400805.

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AbstractThe assembly mechanism of 1‐formyl‐2‐pyrazoline from alkylaryl ketones, arylacetylenes, hydrazine and formic acid has been investigated in some detail using the B2PLYP‐D2/6‐311+G**//B3LYP/6‐31+G* quantum‐chemical approach. We ascertained that the first stage of the assembly involves the C‐vinylation reaction of acetophenone with phenylacetylene catalyzed by the KOBut/DMSO superbase, followed by the Z‐E isomerization of the dienolate ion. Neutralization of the latter leads to a mixture of α,β‐ and β,γ‐unsaturated ketones. The kinetically most favorable route for the subsequent assembly

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17

Ali, Raniah T., та Rafid S. Dawood. "α-Functionalization of the Carbonyl Group for the Construction of Pyrazoline Rings Derived from 1,3-Indandione". Iraqi Journal of Science, 30 вересня 2024, 4890–900. http://dx.doi.org/10.24996/ijs.2024.65.9.6.

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This work includes the synthesis of new pyrazoline derivatives 5-13 over three steps starting from 1,3-indandione. The first step included the acylation of 1,3- indandione with acetyl chloride to produce compound 1 with excellent yield (90%). In the second step, the enolate form of 1 was condensed with various aromatic aldehydes (benzaldehyde, p-nitrobenzaldehyde, and p chlorobenzaldehyde) to afford the corresponding α,β-unsaturated carbonyl derivatives 2-4 in high yields (93-95%). The third step involved a reaction of 2-4 with hydrazine hydrate, phenyl hydrazine, and p-nitrophenyl hydrazine t

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18

Kallitsakis, Michael G., Kyriakos D. Nikopoulos, and Ioannis N. Lykakis. "Hydrazine as a Reducing Agent in Catalytic Transfer Hydrogenation Processes: Up‐to date Overview Approaches." ChemCatChem, March 4, 2025. https://doi.org/10.1002/cctc.202401927.

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Transfer hydrogenation serves as an alternative platform to promote facile organic transformation in a selective and clean manner, due to its atomic economy, high efficiency, and sustainability. Hydrazine hydrate is one of the common reducing agents used in the selective transfer hydrogenation/reduction methodologies. Our review offers an overview of hydrazine‐mediated synthetic methodologies, catalytic processes and mechanistic approaches in Synthetic Organic Chemistry. Special emphasis is placed on the selective metal‐catalyzed, organocatalytic and metal‐free transfer hydrogenation processes

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19

Fadda, Ahmed A., Nanees N. Soliman, Hatem E. Gaffer, Mohamed A. Hawata, and Ekbal H. Khalil. "Synthesis, Docking Study, and Antimicrobial Activity of Some New Heterocyclic Compounds Bearing Naphthalene Moiety." ChemistrySelect 9, no. 37 (2024). http://dx.doi.org/10.1002/slct.202403029.

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AbstractUpon reaction with α,β‐unsaturated nitriles (2 a–d) and/or salicylaldehyde, 3‐(naphthalen‐2‐yl)‐3‐oxopropanenitrile (1) yields pyridine derivatives 3 a–d and/or the imino chromene derivative 4. Compound 1 reacted with phenyl isothiocyanate in a basic medium to give the intermediate potassium salt 6. Upon stirring at room temperature, the intermediate 6 with some α‐halogenated compounds yielded the acyclic compounds 7, 9, 11, 13, and 15. On the other hand, refluxing intermediate 6 with the same α‐halogenated compounds in DMF in the presence of TEA afforded the corresponding thiophene de

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