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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

2010; Wiley; Volume: 47; Issue: 2 Linguagem: Inglês

10.1002/jhet.307

1943-5193

Abdou O. Abdelhamid, Eman K. A. Abdelall, Yasser H. Zaki,

Synthesis and biological activity

Abstract magnified image 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)