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Journal articles on the topic 'N-chloro derivatives'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

K. Abdullah, Ebtihal. "Synthesis of New (1-alkylamino-4-phenyldithio-2-bntanol amine) andderivatives." Tikrit Journal of Pharmaceutical Sciences 6, no. 1 (2023): 78–82. http://dx.doi.org/10.25130/tjphs.2010.6.1.12.78.82.

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Anew series of(1-alkylamino-4-phenyldithio-2-bntanol amine) and derivatives,containing two functional groups (pheny ring and NCS2) here been prepared from a reaction by 3steps :- 1-In the first step the preparation of n-phenyl dithio carbamate (A) and derivatives from a reaction between Aniline and carbon disulfide in basic medium. 2-Then , preparation N-3-chloro-2-hydroxy propyl amine tt 3 )) and derivativel from reaction between N-3-chloro-2-hydroxy propylamine and epichloro hydrine in methanolic a queous.3-In three step :-preparation 1-Alkyi amino -4-phenyl dithio-2-butanol amine ( I-IV) fr

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2

C., B. Rajashekar Reddy, Rajasekhara Reddy Sabbasani, Shivaji Naidu, Muralidhar B., and Jayachandra R. "An improved, practical and efficient method for the synthesis of novel N-chloro derivatives using calcium hypochlorite." Journal of Indian Chemical Society Vol. 92, Jun 2015 (2015): 847–50. https://doi.org/10.5281/zenodo.5636284.

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Organic Chemistry Division, Department of Chemistry, VIT University, Vellore-632 014, Tamilnadu, India <em>E-mail</em> : sekharareddy@vit.ac.in, sekharareddyiitm@gmail.com The developed method was employed in the synthesis of medicinally important compounds and intermediates in the organic synthesis. Herein we report a variety of novel <em>N</em>-chloro derivatives of benzisoxazole, benzimidazoles and several other <em>N</em>-chloro derivatives using 1.2 equivalents of calcium hypochlorite. The process does not require any additives like acids or bases and produced moderate to excellent yields

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3

Rádl, Stanislav, and Lenka Kovářová. "Some reactions of N-propadienyl-4-quinolones." Collection of Czechoslovak Chemical Communications 56, no. 11 (1991): 2413–19. http://dx.doi.org/10.1135/cccc19912413.

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N-Alkylation of ethyl 6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (Vg) with 3-bromopropyne followed by acidic hydrolysis provided N-propyl derivative Ic which in alkaline media yielded N-propadienyl derivative IId. Propadienyl derivatives IIa and IIb treated with primary or secondary amines provided intermediates IIIa-IIIc which were hydrolyzed to N-acetonyl derivatives IVa and IVb, respectively. N-Benzylation of ethyl 7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylate (Va) followed by hydrolysis yielded 1-benzyl-7-chloro-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic ac

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4

Dillip, Kumar Ojha, N. Prasad R., Rao Hitesh, Gupta Yogesh, Agrawal Umesh, and Chand Pooran. "Adenosine receptors. Part 1 : (2S,3S,4R,5R)-2-(4-(alkyl/arylamino)-5Hpyrrolo[3,2-d]pyrimidin-7-yl)-5-(hydroxymethyl)pyrrolidine-3,4-diol derivatives as possible adenosine receptor agonists." Journal of Indian Chemical Society Vol. 91, Aug 2014 (2014): 1451–57. https://doi.org/10.5281/zenodo.5728670.

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Department of Chemistry, University of Rajasthan, Jaipur-302 004, Rajasthan, India Therachem Research Medilab (Ind) Pvt. Ltd., E 969, Biotechnology Park, Sitapura Industrial Area, Jaipur-302 022, Rajasthan, India <em>E-mail</em> : ojha79@gmail.com, pchand@therachemlab.com, rnp_1949@yahoo.co.in <em>Manuscript received 19 January 2014, accepted 01 February 2014</em> 6-Substitued adenosine derivatives are well known adenosine receptor agonists and a few of these derivatives are being used as therapeutic agents. A series of novel N<sup>6</sup> -substituted-9-deaza adenosine or N<sup>4</sup> -subst

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5

Callebaut, Gert, Sven Mangelinckx, Pieter Van der Veken, Karl W. Törnroos, Koen Augustyns та Norbert De Kimpe. "Asymmetric synthesis of γ-chloro-α,β-diamino- and β,γ-aziridino-α-aminoacylpyrrolidines and -piperidines via stereoselective Mannich-type additions of N-(diphenylmethylene)glycinamides across α-chloro-N-sulfinylimines". Beilstein Journal of Organic Chemistry 8 (5 грудня 2012): 2124–31. http://dx.doi.org/10.3762/bjoc.8.239.

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The asymmetric synthesis of new chiral γ-chloro-α,β-diaminocarboxylamide derivatives by highly diastereoselective Mannich-type reactions of N-(diphenylmethylene)glycinamides across chiral α-chloro-N-p-toluenesulfinylaldimines was developed. The resulting (S S,2S,3S)-γ-chloro-α,β-diaminocarboxylamides were formed with the opposite enantiotopic face selectivity as compared to the (S S,2R,3R)-γ-chloro-α,β-diaminocarboxyl esters obtained via Mannich-type addition of analogous N-(diphenylmethylene)glycine esters across a chiral α-chloro-N-p-toluenesulfinylaldimine. Selective deprotection under diff

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6

Marsden, Helen M., and Jean'ne M. Shreeve. "Sulfur derivatives of N-chloro compounds." Journal of Fluorine Chemistry 29, no. 1-2 (1985): 35. http://dx.doi.org/10.1016/s0022-1139(00)83270-4.

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7

Šindelář, Karel, Vladimír Valenta, Jiří Holubek, Oluše Matoušová, and Miroslav Protiva. "Potential antidepressants. Synthesis of 6,11-dihydrodibenzo[b,e]thiepin-11-yl (dimethylaminomethyl)phenyl ethers, sulfides, amines and some related compounds." Collection of Czechoslovak Chemical Communications 55, no. 1 (1990): 282–95. http://dx.doi.org/10.1135/cccc19900282.

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Reactions of 11-chloro-6,11-dihydrodibenzo[b,e]thiepin and its 2-bromo derivative with the isomeric (dimethylaminomethyl)phenols, (dimethylaminomethyl)thiophenols, and (dimethylaminomethyl)anilines in toluene afforded the title compounds IIIb,c, Va, VIIIa,b,c, and Xa,b,c. Reactions of 11-chloro-6,11-dihydrodibenzo[b,e]thiepin and its 2-chloro and 2-methyl derivatives with N,N-dimethyl-2-(4-aminophenoxy)ethylamine and N,N-dimethyl-3-(4-aminophenoxy)propylamine by heating in dimethylformamide in the presence of sodium carbonate gave the diamino ethers XI-XIV. The compounds showed only indication

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8

Olszewska, E., B. Tarasiuk, and S. Pikus. "New powder diffraction data of some N-derivatives of 4-chloro-3,5-dimethylphenoxyacetamide-potential pesticides." Powder Diffraction 26, no. 4 (2011): 337–45. http://dx.doi.org/10.1154/1.3652921.

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N-derivatives of 4-chloro-3,5-dimethylphenoxyacetamide—2-(4-chloro-3,5-dimethylphenoxy)-N-(4-fluorophenyl)acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-(3-chloro-4-fluorophenyl) acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-[4-chloro-3-(trifluoromethyl)phenyl] acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-[3-chloro-4-methylphenyl]acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-(2,4,6-tribromophenyl) acetamide, 2-(4-chloro-3,5-dimethylphenoxy)-N-pyridin-2-ylacetamide, 1-[(4-chloro-3,5-dimethylphenoxy)acetyl]-4-methylpiperazine, and 1-benzyl-4-[(4-chloro-3,5-dimethylphenoxy)acetyl]piperazine—have

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9

Hoogeveen, A. P. J. "Derivatives of n-hexylamine with chloro-dinitro- and chloro-trinitronaphthalenes." Recueil des Travaux Chimiques des Pays-Bas 46, no. 12 (2010): 918–21. http://dx.doi.org/10.1002/recl.19270461210.

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10

Tudose, Madalina, Florin Badea, Miron Caproiu, et al. "New N-aryloxy-phthalimide derivatives. Synthesis, physico-chemical properties, and QSPR studies." Open Chemistry 8, no. 4 (2010): 789–96. http://dx.doi.org/10.2478/s11532-010-0063-6.

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AbstractStarting from N-hydroxyphthalimide 1 and the reactive fluoro- or chloro-nitroaryl derivatives 2, 3 and 4a-e (2-chloro-3,5-dinitropyridine; 3, NBD-chloride; 4a, 1-fluoro-2,4-dinitrobenzene; 4b, picryl chloride; 4c, 4-chloro-3,5-dinitrobenzotrifluoride; 4d, 2-chloro-3,5- dinitrobenzotrifluoride; 4e, 4-chloro-3,5-dinitrobenzoic acid) the corresponding N-(2-nitroaryloxy)-phthalimide derivatives 5a-e, or 6 and 7 were obtained and characterized by IR, UV-Vis 1H-NMR and 13C-NMR spectroscopy. The TLC behavior and the hydrophobicity of these derivatives have been experimentally evaluated by RM0

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11

Krečmerová, Marcela, Hubert Hřebabecký, and Antonín Holý. "Synthesis of 5-Phenylcytosine Nucleoside Derivatives." Collection of Czechoslovak Chemical Communications 61, no. 4 (1996): 645–55. http://dx.doi.org/10.1135/cccc19960645.

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Reaction of silylated 5-phenylcytosine with 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribose, catalyzed with tin tetrachloride, and subsequent methanolysis afforded 5-phenylcytidine (2). This compound reacted with thionyl chloride in acetonitrile to give cyclic sulfite 3 which on heating in dimethylformamide was converted into 2,2'-anhydro-1-(β-D-arabinofuranosyl)-5-phenylcytosine (4). Analogous reaction of compound 2 with thionyl chloride at reflux gave 5'-chloro-5'-deoxy-2',3'-cyclic sulfite 5. Its heating in dimethylformamide afforded 5'-chloro-2,2'-anhydro derivative 6, mild alkaline hydrolysis led

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12

Aesha F SH Abdassalam, Aesha F. SH Abdassalam, Semih Kurban Semih Kurban, and Nahide Gulsah Deniz and Cigdem Sayil Nahide Gulsah Deniz and Cigdem Sayil. "Synthesis and Characterization of New Naphtho- and Tetracyclic Diazaquinone Derivatives." Journal of the chemical society of pakistan 41, no. 5 (2019): 834. http://dx.doi.org/10.52568/000805/jcsp/41.05.2019.

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In this study, new 1,4-naphtho- and 5-nitro-1,4-naphtho derivatives containing N- and N,N-substituted groups which has not been reported yet, have been synthesized from 2,3-dichloronaphthalene-1,4-diones (1,9). Compounds of 2-choloro-3-((2,4,6-triflorophenyl)amino)naphthalene-1,4-dione (3) and 2-chloro-3-((4-florophenyl)amino)naphtalene-1,4-dione (7) were obtained by reactions of 2,3-dichloronaphthalene-1,4-dione 1 with 4-fluoroaniline (6) and 2,4,6-trifloroaniline (2), respectively involving a Michael addition. We reported the cyclization reactions of compounds 1 to benzo[g]pirido[3,2-b]quino

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13

Vasuki, B., N. Mahadevan, V. Sekar, M. Vijayabaskaran, and V. Senthil. "Synthesis and cytotoxicity of Mannich Base of Benzimidazole Derivatives against Neuroblastoma Cell line." Research Journal of Chemistry and Environment 27, no. 4 (2023): 113–19. http://dx.doi.org/10.25303/2704rjce1130119.

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The present study is to synthesize a novel Mannich base of benzimidazole derivatives and to screen for cytotoxicity in a neuroblastoma cell line using the MTT assay. 2-phenyl benzimidazole, formaldehyde, adamantine 1-carboxylicacid and substituted benzylamine such as 4-methyl, 4-methoxy, 4-chloro, 2-chloro, 4-fluoro, 3-methoxy, 4-trifluoromethyl, 3,4-dichloro and 3,5 bistrifluoromethyl were used to synthesize Mannich bases of (3r, 5r, 7r)-N-Benzyl-N-((2-phenyl-1H-benzo[d]imidazol-1-yl) methyl) adamantane-1-carboxamide. The MTT cell viability assay was performed to determine the half maximal in

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14

Patel, H. S., and H. D. Desai. "Synthesis of Some New Azetidinone Derivatives Containing Aryl Sulfonyloxy Group." E-Journal of Chemistry 1, no. 4 (2004): 194–98. http://dx.doi.org/10.1155/2004/258752.

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Some novel azetidinone derivatives containing aryl sulfonyloxy group have been prepared. The 4-sulfonyloxy aniline derivative (2) has been prepared by reaction of 4-nitro phenol (sodium salt) with N-acetyl sulfanilyl chloride (ASC) followed by hydrolysis by ethanolic HCl. This compound (2) undergoes facile condensation reaction with aromatic aldehydes to yield different Schiff’s bases (3a-h). Cyclocondensation of compounds (3a-h) with chloro acetyl chloride yields different 2-azetidinone derivatives (4a-h).

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15

Rajni Swamy, V., P. Gunasekaran, R. V. Krishnakumar, N. Srinivasan, and P. Müller. "Crystal structure of [4-(2-methoxyphenyl)-3-methyl-1-phenyl-6-trifluoromethyl-1H-pyrazolo[3,4-b]pyridin-5-yl](thiophen-2-yl)methanone." Acta Crystallographica Section E Structure Reports Online 70, no. 9 (2014): o974—o975. http://dx.doi.org/10.1107/s1600536814017437.

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The title compound, C26H18F3N3O2S, a 2-methoxy-substituted derivative, is closely related to its 4-methyl- and 4-chloro-substituted analogues and yet displays no structural relationships with them. The thiophene ring is disorder free and the –CF3group exhibits disorder, respectively, in contrast and similar to that observed in the 4-methyl- and 4-chloro-substituted derivatives. The torsion angle which defines the twist of the thiophene ring is −69.6 (2)° (gauche) in the title compound, whereas it is anticlinal in the 4-methyl- and 4-chloro-substituted derivatives, with respective values of 99.

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16

Petko, K. I., S. Yu Kot, and L. M. Yagupol’skii. "N-(2-chloro-1,2-difluorovinyl) derivatives of azoles." Russian Journal of Organic Chemistry 46, no. 4 (2010): 546–50. http://dx.doi.org/10.1134/s1070428010040172.

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17

Vashi, Kamal, and H. B. Naik. "Synthesis of Novel Schiff Base and Azetidinone Derivatives and their Antibacterial Activity." E-Journal of Chemistry 1, no. 5 (2004): 272–75. http://dx.doi.org/10.1155/2004/158924.

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A series of Compound 4-(2᾽-hydroxy-3᾽-chloro-5᾽-ethyl phen-1᾽-yl)-1-(4᾽-tolyl)-3-chloro-2-azetidinone 4a-j have been prepared by the reaction of 2 -hydroxy-3 -chloro-5 -ethyl-N-(p-tolyl)-chalconimines 3a-j with chloroacetyl chloride in the presence of triethylamine. The Schiff base derivatives 3a-j has been prepared by the condensation of different substituted chalone derivatives 1 with p-toluidine 2. The synthesized compounds were screened for their antibacterial activity againstStaphylococcus aureusandEscherichia coli.

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18

Hritzová, Oľga, Peter Kutschy, Ján Imrich, and Thomas Schöffmann. "Hydrogen bonds in N-(3-chloro-2-benzo[b]thienocarbonyl)- and N-(2-benzo[b]thienocarbonyl)-N'-monosubstituted thioureas." Collection of Czechoslovak Chemical Communications 52, no. 11 (1987): 2673–79. http://dx.doi.org/10.1135/cccc19872673.

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N-(3-Chloro-2-benzo[b]thienocarbonyl)-N'-monosubstituted thiourea derivatives undergo photocyclizations with lower yields than those obtained from analogous N',N'-disubstituted derivatives. This decreased reactivity is caused by the existence of a six-membered cyclic form with the very strong hydrogen bond NH···O=C. The possibility of formation of various conformers has been found with N-(2-benzo[b]thienocarbonyl)-N'-monosubstituted thiourea derivatives as a consequence of the rotation around the C(2)-C(O) connecting line.

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19

Collins, DJ, TC Hughes, and WM Johnson. "Regiospecific Syntheses of the Monomethylated 3-Phenyldihydro-1,2,4-triazin-6(1H)-ones." Australian Journal of Chemistry 49, no. 4 (1996): 463. http://dx.doi.org/10.1071/ch9960463.

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Unambiguous syntheses of four unreported monomethylated derivatives of 3-phenyldihydro-1,2,4-triazin-6(1H)-ones, namely, the 1-methyl (2), 2-methyl (3), 4-methyl (4) and the imidic O-methyl derivative (5), are described. Regioselectivity was achieved for the synthesis of (2) by addition of ethyl glycinate to the 1,3-dipolar nitrile imine derived from N- methylbenzohydrazonoyl bromide hydrobromide (8). The key step for the synthesis of (3) was addition of benzyl 3-methylcarbazate (14) to ethyl N-[ chloro (phenyl) methylene ] glycinate (15b). The 4-methyl compound (4) was prepared by cycloadditi

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20

Di Santo, R., R. Costi, M. Artico, et al. "1,2,5-Benzothiadiazepine and Pyrrolo[2,1-d]-[1,2,5]Benzothiadiazepine Derivatives with Specific Anti-Human Immunodeficiency Virus Type 1 Activity." Antiviral Chemistry and Chemotherapy 9, no. 2 (1998): 127–37. http://dx.doi.org/10.1177/095632029800900204.

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We synthesized and tested as novel inhibitors of human immunodeficiency virus type 1 (HIV-1) bi- and tricyclic thiadiazine ring homologues of 7-chloro-2-ethyl-2 H-1,2,4-benzothiadiazin-3-(4 H)-one 1,1-dioxide, which is a compound endowed with anti-HIV-1 activity at low micromolar concentrations. Benzothiadiazepine derivatives were obtained by alkylation of 8-chloro-2,3-dihydro-3-methyl-1,2,5-benzothiadiazepin-4(5 H)-one 1,1-dioxide, which was obtained by intramolecular cyclization of 2-(2-amino-5-chloro-benzenesulphonamido) propanoic acid. Pyrrolobenzothiadiazepines were synthesized from N-sub

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21

Thirunarayanan, Ganesamoorthy, and K. G. Sekar. "Solvent-Free Synthesis and Spectral Linearity of Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta[b]thiophene-3-carboxamides." International Letters of Chemistry, Physics and Astronomy 13 (September 2013): 160–74. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.13.160.

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Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta[b]thiophene-3-carboxamide derivatives have been synthesized by SiO2:H3PO4 catalyzed solvent-free condensation of 2-amino-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta [b]thiophene-3-carboxamide and various substituted benzaldehydes in microwave irradiation. The yield of the imine-carboximido derivatives has been found to be more than 85 %. The purity of all imine-carboximido derivatives has been checked using their physical constants and spectral data. The spectral data of the imine-carboximido

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22

Thirunarayanan, Ganesamoorthy, and K. G. Sekar. "Solvent-Free Synthesis and Spectral Linearity of Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2<i>H</i>-cyclopenta[b]thiophene-3-carboxamides." International Letters of Chemistry, Physics and Astronomy 13 (May 3, 2013): 160–74. http://dx.doi.org/10.56431/p-ensvct.

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Some (E)-2-(substituted benzylideneamino)-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta[b]thiophene-3-carboxamide derivatives have been synthesized by SiO2:H3PO4 catalyzed solvent-free condensation of 2-amino-N-(3-chloro-4-fluorophenyl)-hexahydro-2H-cyclopenta [b]thiophene-3-carboxamide and various substituted benzaldehydes in microwave irradiation. The yield of the imine-carboximido derivatives has been found to be more than 85 %. The purity of all imine-carboximido derivatives has been checked using their physical constants and spectral data. The spectral data of the imine-carboximido

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23

Passarelli, Vincenzo, and Franco Benetollo. "Reactivity of Novel N,N' -Diphosphino-Silanediamine-Based Rhodium(I) Derivatives." Inorganic Chemistry 50 (June 7, 2011): 9958–67. https://doi.org/10.1021/ic2004408.

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The coordination abilities of the novel N,N0 -diphosphino-silanediamine ligand of formula SiMe2(NtolPPh2)2 (SiNP, 1) have been investigated toward rhodium, and the derivatives [RhCl(SiNP)]2 (2), [Rh(SiNP)(COD)][BF4] (3), and Rh(acac)-(SiNP) (4) have been synthesized. The stability of the dinuclear frame of [RhCl(SiNP)]2 (2) toward incoming nucleophiles has been shown to be dependent on their π-acceptor ability. Indeed, the mononuclear complexes RhCl(SiNP)(L) (L = CO, 5; CNtBu, 6) have tbeen isolated purely and quantitatively upon reaction of 2 with CO and CN Bu, respectively. Otherwise

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24

Radhi Shahood, Anwar, and Zainab Muhsin Bdaiwi. "Synthesis and Evaluation of the Biological Activity of Heterocyclic Derivatives Containing the 1,3,4 Thiadiazole Ring." University of Thi-Qar Journal Of Medicine 28, no. 2 (2024): 259–76. https://doi.org/10.32792/jmed.v28i2.586.

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In this article: A series of new heterocyclic molecules with five and six members were prepared from 1,3,4-thiadiazole derivative with a terminal primary amine group and was used to synthesize a Schiff base (6) by interaction with 5-chloro salicylaldehyde and using ethanol as a solvent. After that, it was able to prepare numerous chemical compounds utilizing the Schiff base. Which contains a C=N group with (2-aminobenzoic acid, 2-mercaptobenzoic acid, valine, alanine, and sodium azide) to prepare hydroqinazoline (6a), thiazinone derivative (6b), and imidazolidine derivatives, (6c,6d). TLC foll

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25

Lamkane, Rachana B., Priyanka M. Khadasare, Pooja M. Shinde, et al. "Synthesis and Biological Screening of Novel Derivatives of Benzothiazol as Anticonvulsant Agents." SAR Journal of Medical Biochemistry 4, no. 01 (2023): 6–15. http://dx.doi.org/10.36346/sarjmb.2023.v04i01.002.

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The Benzothiazole ring system belongs to a much studied class of compound. In the last few decades, the chemistry of benzothiazole and their fused heterocyclic derivatives have received considerable attention owing to their significant and effective biological activity. The present study aimed to design and synthesize novel derivatives of bezothiazole obtained from 3-chloro-4-flouro aniline treated with potassium thiocynide with chloro acetyl chloride gives (7-chloro-6-fluro-1,3-benzothiazol-2-yl) acetyl chloride which is converted into hydrazide and yields the resultant compound derivatives o

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26

Šála, Michal, Hubert Hřebabecký, Milena Masojídková, and Antonín Holý. "Synthesis of Novel Racemic Conformationally Locked Carbocyclic Nucleosides Derived from 7-Substituted Bicyclo[2.2.1]hept-5-ene-2,2-dimethanols." Collection of Czechoslovak Chemical Communications 71, no. 5 (2006): 635–49. http://dx.doi.org/10.1135/cccc20060635.

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(1R*,4R*,7S*)-7-Aminobicyclo[2.2.1]hept-5-ene-2,2-dimethanol (15) was prepared in four easy steps from bicyclo[2.2.1]hept-5-ene-2,2-dimethanol (10). Reaction of amine 15 with ethyl N-((E)-3-ethoxymethacryloyl)carbamate afforded thymine derivatives 17a. The amine 15 was used to construct 6-chloro-9H-purine derivative 19a, 2-amino-6-chloro-9H-purine derivative 22a. Ammonolysis of 19a led to the adenine derivative 20a. Treatment of 22a with trifluoroacetic acid afforded guanine nucleoside 23a. (1R*,4R*,7S*)-7-[6-(Cyclopropylamino)-9H-purin-9-yl]bicyclo[2.2.1]hept-5-ene-2,2-dimethanol (21a) and (1

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27

Olszewska, E., S. Pikus, and B. Tarasiuk. "New powder diffraction data of some derivatives of N-alkyl (aryl)-2,4-dichlorophenoxyacetamide—New potential pesticides." Powder Diffraction 23, no. 4 (2008): 338–49. http://dx.doi.org/10.1154/1.3009636.

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Four new derivatives of N-aryl-2,4-dichlorophenoxyacetamide, 2-(2,4-dichlorophenoxy)-N-(4-fluorophenyl)acetamide, N-(4-bromophenyl)-2-(2,4-dichlorophenoxy)acetamide, N-[4-chloro-3-(trifluoromethyl)phenyl]-2-(2,4-dichlorophenoxy)acetamide, and N-(3-chloro-4-fluorophenyl)-2-(2,4-dichlorophenoxy)acetamide, and two of N-alkyl-2,4-dichlorophenoxyacetamide, N-dodecyl-2,4-dichlorophenoxy-acetamide and 2-(2,4-dichlorophenoxy)-N-hexadecylacetamide, have been characterized by X-ray powder diffraction. These organic compounds are potential pesticides. Experimental 2θ peaks positions, relative peak intens

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28

Aparicio Acevedo, Deiby F., Marlyn C. Ortiz Villamizar, and Vladimir V. Kouznetsov. "Three-Step Synthesis of N-(7-chloro-4-morpholinoquinolin-2-yl)benzamide from 4,7-Dichloroquinoline." Molbank 2024, no. 1 (2024): M1796. http://dx.doi.org/10.3390/m1796.

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The quinoline derivative, N-(7-chloro-4-morpholinoquinolin-2-yl)benzamide, was synthesized in a conventional three-step procedure from 4,7-dichloroquinoline using a N-oxidation reaction/C2-amide formation reaction/C4 SNAr reaction sequence. The structure of the compound was fully characterized by FT-IR, 1H-, 13C-NMR, DEPT-135°, and ESI-MS techniques. Its physicochemical parameters (Lipinski’s descriptors) were also calculated using the online SwissADME database. Such derivatives are relevant therapeutic agents exhibiting potent anticancer, antibacterial, antifungal, and antiparasitic propertie

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29

Tumosienė, Ingrida, Kristina Kantminienė, Ilona Jonuškienė, Artūras Peleckis, Sergey Belyakov, and Vytautas Mickevičius. "Synthesis of 1-(5-Chloro-2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic Acid Derivatives and Their Antioxidant Activity." Molecules 24, no. 5 (2019): 971. http://dx.doi.org/10.3390/molecules24050971.

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A series of novel 1-(5-chloro-2-hydroxyphenyl)-5-oxopyrrolidine-3-carboxylic acid derivatives containing chloro, hydroxyl, isopropyl, nitro, nitroso, and amino substituents at benzene ring and 1-(5-chloro-2-hydroxyphenyl)-5-oxopyrrolidine-3-carbohydrazide derivatives bearing heterocyclic moieties were synthesized. Antioxidant activity of the synthesized compounds was screened by DPPH radical scavenging method and reducing power assay. A number of compounds were identified as potent antioxidants. Antioxidant activity of 1-(5-chloro-2-hydroxyphenyl)-4-(5-thioxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)p

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30

Šilhánková, Alexandra, Petr Trška, Daniela Vlková, and Miloslav Ferles. "Preparation of some derivatives of benzo[ij]quinolizine." Collection of Czechoslovak Chemical Communications 50, no. 5 (1985): 1048–56. http://dx.doi.org/10.1135/cccc19851048.

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Reaction of 1,2,3,4-tetrahydroquinoline with 1-chloro-2,3-epoxypropane afforded l-(3-chloro-2-hydroxypropyl)-l,2,3,4-tetrahydroquinoline (IIb) which was thermolabile and on heating in vacuo was converted into 2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizin-2-ol (Ib). This compound reacted with acetic anhydride and p-toluenesulfonyl chloride to give 2-acetoxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine (Ic) and 2-(p-toluenesulfonyloxy)-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine (Id), respectively. N,N-Bis(3-chloro-2-hydroxypropyl)aniline (IIIb) on heating gave a mixture of cis- and trans-2,3,

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31

Djudjic, Radana, and Branka Rodic-Grabovac. "Synthesis of dialkylaminocarbonyl N-chloro- carbonyl-N-phenyl-4-aminobenzo-(-pyrone derivatives." Acta Periodica Technologica, no. 35 (2004): 187–91. http://dx.doi.org/10.2298/apt0435187d.

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The title compounds were prepared by condensation of N-chlorocarbonyl-N-phenyl-4-aminobenzo-(-pyrone with diethylamine dibutylamine and isopropylamine. The starting compound used for condensation with amines was obtained by a reaction of N-phenyl-4-aminobenzo-(-pyrone with oxalyl chloride.

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32

Bordei Telehoiu, Alexandra T., Diana C. Nuță, Miron T. Căproiu, et al. "Design, Synthesis and In Vitro Characterization of Novel Antimicrobial Agents Based on 6-Chloro-9H-carbazol Derivatives and 1,3,4-Oxadiazole Scaffolds." Molecules 25, no. 2 (2020): 266. http://dx.doi.org/10.3390/molecules25020266.

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In this paper, we aimed to exploit and combine in the same molecule the carbazole and the 1,3,4-oxadiazole pharmacophores, to obtain novel carprofen derivatives, by using two synthesis pathways. For the first route, the following steps have been followed: (i) (RS)-2-(6-chloro-9H-carbazol-2-yl)propanonic acid (carprofen) treatment with methanol, yielding methyl (RS)-2-(6-chloro-9H-carbazol-2-yl)propanoate; (ii) the resulted methylic ester was converted to (RS)-2-(6-chloro-9H-carbazol-2-yl)propane hydrazide (carprofen hydrazide) by treatment with hydrazine hydrate; (iii) reaction of the hydrazid

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33

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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34

Dhaduk, M. F., and H. S. Joshi. "Synthesis, characterization and antimicrobial activity of new thioxo tetrahydropyrimidine derivatives." Current Chemistry Letters 13, no. 3 (2024): 541–48. http://dx.doi.org/10.5267/j.ccl.2024.2.005.

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A sequence of thioxotetrahydropyrimidenes derivatives, N-(4-chloro/methoxyphenyl)-3-formyl-6-methyl-4-aryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamides (4a-l) were synthesized by the formylation of N-(4-chloro/methoxyphenyl)-6-methyl-4-aryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamides (3a-l) by dry dimethyl formamide (DMF) and phosphorous oxychloride at room temperature. Formerly, compounds (3a-l) were synthesized by the condensation of N-(4-chloro/methoxyphenyl)-3-oxobutanamide (1), various aromatic aldehydes (2a-f) and thiourea with catalytic amount of concentrated hydrochlor

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35

Patel, H. S., H. D. Desai, and H. J. Mistry. "Synthesis and Antimicrobial Activity of Some New Piperazine Derivaties Containing Aryl Sulfonyloxy Group." E-Journal of Chemistry 1, no. 2 (2004): 93–98. http://dx.doi.org/10.1155/2004/732420.

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NovelN-substituted piperazine derivatives containing sulfonyloxy aniline moiety have been prepared. The various 4-sulfonyloxy aniline (SA) derivatives (2a-h) have been prepared by the condensation reaction ofN-Acetyl Sulfanilyl chloride (ASC) and sodium phenates followed by hydrolysis. The SA derivatives are then reacted with chloro acetyl chloride to give corresponding (N-Chloroacetyl) derivatives (3a-h). These derivatives are then reacted withN-phenyl piperazine to yield the corresponding piperazine derivatives (4a-h).

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36

Szczesio, Małgorzata, Katarzyna Gobis, Izabela Korona-Głowniak, et al. "Synthesis, structure and biological activity of four new picolinohydrazonamide derivatives." Acta Crystallographica Section C Structural Chemistry 76, no. 7 (2020): 673–80. http://dx.doi.org/10.1107/s2053229620007822.

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Four new picolinohydrazonamide derivatives, namely, 6-methyl-N′-(morpholine-4-carbonothioyl)picolinohydrazonamide, C12H17N5OS, 6-chloro-N′-(morpholine-4-carbonothioyl)picolinohydrazonamide methanol monosolvate, C11H14ClN5OS·CH3OH, 6-chloro-N′-(4-phenylpiperazine-1-carbonothioyl)picolinohydrazonamide, C17H19ClN6S, and 6-chloropicolinohydrazonamide, C6H7ClN4, have been synthesized and characterized by NMR spectroscopy and single-crystal low-temperature X-ray diffraction. In addition, their antibacterial and anti-yeast activities have been determined. The first three compounds adopt the zwitterio

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37

Suaad Mohammed Hussain and Zainab Abdul Zahraa. "Synthesis, characterization and antimicrobial activity of some new N-substituted-oxindole derivatives." Journal of Wasit for Science and Medicine 8, no. 3 (2022): 89–99. http://dx.doi.org/10.31185/jwsm.274.

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The aim of this research is the synthesis of new heterocyclic derivatives containing 4-oxo-thiazolidines, tetrazol or oxoazetidin ring from oxindole. To obtain these derivatives, oxindole [1] was chosen as the starting material to synthesize -chloro-N-oxindole acetamide [2] which was prepared by two methods. The first method by direct condensation of oxindole with chloroacetylchloride in presence of triethylamine and absolute ethanol as solvent. The second method by reaction of chloroacetylchloride with sodium salt of oxindole. Treatment of -chloro-N-oxindole acetamide [2] with hydrazine hyd

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38

Kadirappa, A., and Ayyakannu Arumugam Napoleon. "An Efficient Approach for the Esterification of 5-Chloroquinolin-8-ol through Steglich Reaction and their Antioxidant Applications." Asian Journal of Chemistry 35, no. 6 (2023): 1356–60. http://dx.doi.org/10.14233/ajchem.2023.27798.

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Esterification of organic molecules offers a critical process for chemical modifications. Among the various methodologies, Steglich conditions gave easiest and mild pathways. O-Acylation of 5-chloro-8-hydroxyquinoline with different acylating counterparts has been investigated. Among the various catalysts used, N,N-dimethylpyridin-4-amine (DMAP) in the presence of N,N′-dicyclohexyl carbodiimide (DCC) displayed a plausible synthetic approach through the application of Steglich esterification reaction for the synthesis of 5-chloroquinolin-8-yl-benzoates (3a-h) with good yields. The structures of

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39

Marquez, Manuel, Alfredo Calvo, and Michael De Rosa. "Determination of N-chloro derivatives with a chloride-selective electrode." Analyst 114, no. 5 (1989): 647. http://dx.doi.org/10.1039/an9891400647.

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40

Johnson, Stuart, Ervin Kovács, and Michael F. Greaney. "Arylation and alkenylation of activated alkyl halides using sulfonamides." Chemical Communications 56, no. 21 (2020): 3222–24. http://dx.doi.org/10.1039/d0cc00220h.

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41

Aizina, Yu A., D. O. Tkachuk, and N. S. Shaglaeva. "Synthesis and properties of N-(2,2,2-tribromoethylidene)-4-chlorobenzenesulfonamide." Proceedings of Universities. Applied Chemistry and Biotechnology 14, no. 2 (2024): 150–56. http://dx.doi.org/10.21285/achb.921.

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The present work continues a systematic study to find efficient and accessible methods for the synthesis ofN-sulfonylimines of polyhaloaldehydes and to analyze their properties. In the reaction of N,N-dichlorobenzene sulfon-amide with tribromoethylene, N-(2,2,2-tribromoethylidene)amide of 4-chlorobenzenesulfonic acid was obtained for the first time with a quantitative yield at boiling water bath temperature in carbon tetrachloride medium. The infrared spectra of N-(2,2,2-tribromoethylidene)-4-chlorobenzenesulfonamide reveal the absorption bands of sulfonic (1360 and 1165 cm-1) and NH (3275 cm-

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42

Acosta Quintero, Lina M., Alirio Palma, Justo Cobo, and Christopher Glidewell. "Six polycyclic pyrimidoazepine derivatives: syntheses, molecular structures and supramolecular assembly." Acta Crystallographica Section C Structural Chemistry 72, no. 4 (2016): 346–57. http://dx.doi.org/10.1107/s2053229616004654.

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A versatile synthetic method has been developed for the formation of variously substituted polycyclic pyrimidoazepine derivatives, formed by nucleophilic substitution reactions on the corresponding chloro-substituted compounds; the reactions can be promoted either by conventional heating in basic solutions or by microwave heating in solvent-free systems. Thus, (6RS)-6,11-dimethyl-3,5,6,11-tetrahydro-4H-benzo[b]pyrimido[5,4-f]azepin-4-one, C14H15N3O, (I), was isolated from a solution containing (6RS)-4-chloro-8-hydroxy-6,11-dimethyl-6,11-dihydro-5H-benzo[b]pyrimido[5,4-f]azepine and benzene-1,2

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43

Kutschy, Peter, Ján Imrich, Juraj Bernát, Pavol Kristian, Oľga Hritzová, and Thomas Schöffmann. "Photocyclization of N-(3-chloro-2-benzo[b]thienocarbonyl)-N'-monosubstituted thioureas." Collection of Czechoslovak Chemical Communications 51, no. 12 (1986): 2839–47. http://dx.doi.org/10.1135/cccc19862839.

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N-(3-Chloro-2-benzo[b]thienocarbonyl)-N'-monosubstituted thioureas, when irradiated with a high-pressure mercury discharge lamp through a pyrex or quartz filter, give the corresponding benzothienothiazine derivatives in lower yields than the analogous N',N'-disubstituted thioureas. The reactivity lowering of the N'-monosubstituted thioureas is ascribed to the intramolecular hydrogen bond C=O...H-N due to which these compounds in their ground states exist in the six-membered cyclic conformation unfavourable for the cyclization. The photolysis of N'-phenylthiourea results - due to a stronger hyd

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44

Sravya, Gundala, Ummadi Nagarjuna, Venkatapuram Padmavathi, Galla Rajitha, Sakuri Chandi priya, and Adivireddy Padmaja. "Synthesis, Antioxidant and Anti-inflammatory Activities of 5-((styrylsulfonyl) methyl)-1,3,4-Oxadiazol / Thiadiazol-2-amine Derivatives." Letters in Drug Design & Discovery 16, no. 11 (2019): 1233–47. http://dx.doi.org/10.2174/1570180816666181102114529.

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Background: A new class of 5-(styrylsulfonylmethyl)-1,3,4-oxadiazol-2-amine and 5- (styrylsulfonylmethyl)-1,3,4-thiadiazol-2-amine derivatives were prepared by derivatization of amino function. Methods: All the synthesized compounds were tested for antioxidant and anti-inflammatory activities. Results: The 2-amino-3-chloro-N-(5-(4-methylstyrylsulfonylmethyl)-1,3,4-oxadiazol-2-yl)-propanamide (12b) and 3-chloro-N-(5-(4-methylstyrylsulfonylmethyl)-1,3,4-oxadiazol-2-yl)-butanamide (14b) displayed significant antioxidant activity, greater than the standard Ascorbic acid. Conclusion: Moreover, 12b

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45

Singh, Soniya, Yamini Pandey, and Pandey Kiran V. "A Novel Route to the Synthesis of Acridine Derivatives and Assay of their Antiviral Activity." Der Pharma Chemica 13, no. 2 (2021): 3. https://doi.org/10.5281/zenodo.14718103.

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A simple and convenient procedure was adopted for the synthesis of N-(3-acridin-9-yl-4-chloro/hydroxy-phenyl-alkyl)-arylamides/imides starting from 5-(arylamido/imido-alkyl)-2-chloro/2-hydroxy benzoic acids. The compounds were obtained in the yields ranging from 40 to 45% and exhibited less pronounced antiviral activity.

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46

Abou-Hadeed, Khaled, and Wolfgang Pfleiderer. "Pteridines CVIII Reactions of 6, 7-Dichloro-I, 3-dimethyllumazine with Sulfur-Nucleophiles." Pteridines 7, no. 4 (1996): 113–22. http://dx.doi.org/10.1515/pteridines.1996.7.4.113.

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Summary 6,7-Dichloro-1,3-dimethyllumazine (1) and various 6-chloro-7-O-, S- and N-subst.-1,3-dimethyllumazines (2-7) react under relatively mild reaction condiditions with S-nucleophiles to the corresponding 6-mercapto derivatives 8-16. Treatment of 1 with sodium benzylmercaptide at room temperature led to di-( 6- chloro-1,3-dimethyllumazine-7-yl)sulfide (17) whereas thiourea caused transformation to the corresponding 7,7-disulfide 18. 7-Mercapto-1,3-dimethyl-6(5H)lumazinethione (12) can be modified widely by alkylations to open-chain (21-23, 27-29) or cyclic 6,7-bis-alkylthio derivatives (24-

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47

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 (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 physi

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48

Kerr, David I. B., Jennifer Ong, Michael V. Perkins, Rolf H. Prager, and Ni Made Puspawati. "Synthesis and Biological Activity of Allosteric Modulators of GABAB Receptors, Part 1. N-(Phenylpropyl)-1-arylethylamines." Australian Journal of Chemistry 59, no. 7 (2006): 445. http://dx.doi.org/10.1071/ch06163.

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A series of 15 analogues of fendiline, and 34 derivatives of N-(3-phenylpropyl)-1-arylethylamine have been prepared for evaluation as positive allosteric modulators of GABAB receptors. The most active (EC50, 10 nM) was N-(3,3-diphenylpropyl)-1-(3-chloro-4-methoxyphenyl)ethylamine 6g.

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49

Kerr, Jamie R., Laurent Trembleau, John M. D. Storey, James L. Wardell, and William T. A. Harrison. "Weak interactions in the crystal structures of two indole derivatives." Acta Crystallographica Section E Crystallographic Communications 72, no. 7 (2016): 964–68. http://dx.doi.org/10.1107/s2056989016008616.

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We describe the syntheses and crystal structures of two indole derivatives, namely a second monoclinic polymorph of ethyl 5-chloro-1H-indole-2-carboxylate C11H10ClNO2, (I), and ethyl 5-chloro-3-iodo-1H-indole-2-carboxylate, C11H9ClINO2, (II). In their crystal structures, both compounds form inversion dimers linked by pairs of N—H...O hydrogen bonds, which generateR22(10) loops. The dimers are linked into double chains in (I) and sheets in (II) by a variety of weak interactions, including π–π stacking, C—I...π, C—Cl—π interactions and I...Cl halogen bonds.

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50

Sirvent, Ana, Francisco Foubelo та Miguel Yus. "Stereoselective Synthesis of δ- and ε-Amino Ketone Derivatives from N-tert-Butanesulfinyl Aldimines and Functionalized Organolithium Compounds". Molecules 26, № 21 (2021): 6503. http://dx.doi.org/10.3390/molecules26216503.

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The addition of functionalized organolithium compounds derived from 5-chloro-2-methoxy-1-pentene and 6-chloro-2-methoxy-1-hexene to N-tert-butanesulfinyl aldimines imines, and a subsequent hydrolysis of the enol ether moiety, yielded different δ- and ε-amino ketone derivatives, respectively, in moderate yields and diastereoselectivities. The application of these compounds in organic synthesis was demonstrated by the preparation of 2-substituted 6-methylpiperidines in a stereoselective manner, among them natural alkaloids (+)- and (−)-isosolenopsin A.

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