Focus on the Synthesis and Reactions of Some New Pyridine Carbonitrile Derivatives as Antimicrobial and Antioxidant Agents - Egyptian Knowledge Bank

1202

Focus on the Synthesis and Reactions of Some New Pyridine Carbonitrile Derivatives as Antimicrobial and Antioxidant Agents

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Last updated: 01 Jan 2025

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Abstract

3-(4-CHLOROPHENYL)-1-(2,4-dichlorophenyl)-propen-1-one (1) was prepared and reacted with active methylene compound, ethyl cyanoacetate in the presence of ammonium acetate to give the corresponding pyridine carbonitrile (2). The behavior of compound 2 towards phosphorous pentasulfide, phosphorous oxychloride and some acyclic-sugars has been investigated and afforded compounds 3, 4 and 5a-d, respectively. The thioxo-pyridine carbonitrile (3) reacted with different halo compounds namely: methyl iodide, ethyl chloroacetate, some acyclic sugars to afford 6, 7 and 8a-c, respectively. Treatment of compound 3 with acrylonitrile afforded compound 9. Reaction of the thiosulfanyl 6 with hydrazine hydrate gave the hydrazino derivative 10 while reaction of 7 with the same reagents gave the acid hydrazide 11. Also, compound 4 reacted with different nucleophiles to afford compounds 10, 12-14. Condensation of compound 10 with ethyl acetoacetate, acetyl acetone, acetic anhydride, p-chlorobenzaldehyde afforded compounds 15-18, respectively. Moreover, compound 10 reacted with carbon disulfide to afford compound 19. Finally, condensation of compound 10 with aldehydo-sugar namely: D-glucose gave the corresponding acyclic nucleoside 20. Furthermore, biological evaluation of some prepared compounds has been assessed and some of them revealed promising antimicrobial and antioxidant activity.

DOI

10.21608/ejchem.2010.1202

Keywords

Pyridines, Nicotinonitrile, Pyrazolopyridine, Triazolopyr-idine, Acyclic nucleosides, Antimicrobial activity and Antioxidant agent

Volume

Article Issue

Related Issue

288

Issue Date

2010-02-01

Receive Date

2010-01-11

Publish Date

2010-03-02

Page Start

Page End

Print ISSN

0449-2285

Online ISSN

2357-0245

Article File

EJCHEM_Volume 53_Issue 1_Pages 17-35.pdf

PDF . 441.0kB

Link

https://ejchem.journals.ekb.eg/article_1202.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=1202

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Type Code

292

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

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