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Reactions with hydrazonoyl halides 62: Synthesis and antimicrobial evaluation of some new imidazo[1,2-a]pyrimidine, imidazo [1,2-a]pyridine, imdazo[1,2-b]pyrazole, and quinoxaline derivatives

✍ Scribed by Abdou O. Abdelhamid; Eman K. A. Abdelall; Yasser H. Zaki

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
133 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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3‐Arylazo‐2‐(4‐methyl‐2‐phenylthiazol‐5‐yl)imidazo[1,2‐a]pyrimidine, 2‐(4‐methyl‐2‐phenyl‐1,3‐thiazol‐5‐yl)‐3‐phenylazoimidazo[1,2‐a]pyridine, 3‐arylazo‐2‐(4‐methyl‐2‐phenylthiazol‐5‐yl)‐6‐phenyl‐5__H__‐imidazo[1,2‐b]pyrazole, 6‐(4‐methyl‐2‐phenyl‐thiazol‐5‐yl)‐5‐phenylazo3‐phenyl‐imidazo[2,1‐b]thiazole, 3‐(4‐methyl‐2‐phenylthiazol‐5‐yl)‐2‐phenylhydrazino‐(1__H__)‐quinoxaline, 3‐(4‐methyl‐2‐phenylthiazol‐5‐yl)‐ 2‐phenylazoquinoxaline, 3‐(4‐methyl‐2‐phenylthiazol‐5‐yl)‐2‐phenylhydrazinobenzo‐[1,4] thiazine, 3‐(4‐methyl‐2‐phenyl‐thiazol‐5‐yl)‐2‐phenylhydrazinobenzo[1,4]oxazine, and 3‐(4‐methyl‐2‐phenyl‐thiazol‐5‐yl)‐2‐phenylazo‐1__H__‐pyrido[2,3‐b]pyrazine derivatives were synthesized via reaction of 2‐(4‐methyl‐2‐phenyl‐1,3‐thiazol‐5‐yl)‐2‐oxo‐N‐arylethanehydrazonoyl bromide with each of 2‐aminopyrimidine, 2‐aminopyridine, 3‐aminopyrazoles, 2‐amino‐4‐phenylthiazole, o‐phenylenediamine, o‐aminothiophenol, o‐aminophenol, or 2, 3‐diaminopyridine, respectively. All structures of the newly synthesized compounds were elucidated by elemental analysis, spectral data, and alternative synthetic route whenever possible. The entire newly synthesized compounds are tested toward different microorganisms. J. Heterocyclic Chem., (2010)

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