Original scientific paper

https://doi.org/10.2478/v10007-008-0030-3

The reaction of β-amino-α,γ-dicyanocrotononitrile with acetophenone: synthesis of pyridine, pyridazine and thiophene derivatives with antimicrobial activities

RAFAT M. MOHAREB ; Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt
KARAM A. El-SHARKAWY ; Department of Organic Chemistry, Faculty of Pharmacy, October University for Modern Sciences and Arts (MSA), October, A. R. Egypt
SHERIF M. SHERIF ; Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt

Abstract

Condensation of β-amino-α,γ-dicyanocrotononitrile (1) with acetophenone gave the 2-amino-4-phenylpenta-1,3-diene-1,1,3-tricarbonitrile (2). The latter product was used in a series of heterocyclization reactions when react with different reagents like diazonium salts, hydrazines, hydroxylamine and elemental sulfur to give pyridazine, pyrazole, isoxazole and thiophene derivatives, respectively. On the other hand, it gave pyridine derivatives with aromatic aldehydes followed by reaction with cyanomethylene reagents. The MIC values for the newly synthesized product were measured against E. coli, B. cereus, B. subtilis and C. albicans

Keywords

pyridine; isoxazole; pyridazine; thiophene; antimicrobial activity

Hrčak ID:

28934

URI

https://hrcak.srce.hr/28934

Publication date:

1.12.2008.

Article data in other languages: croatian

Visits: 2.893 *