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Reactions with hydrazidoyl halides. IV . Synthesis of thiazolo[3,2‐ a ]benzimidazoles, imidazo[2,1‐6]thiazoles and pyrazolo[4,3‐ b ]thiazines

1991; Wiley; Volume: 28; Issue: 1 Linguagem: Inglês

10.1002/jhet.5570280107

1943-5193

Abdou O. Abdelhamid, Fawzy A. Attaby,

Synthesis and biological activity

Abstract Hydrazidoyl halides were condensed with 2‐mercaptobenzimidazole yielding 4a‐c and 7a,b which were cyclized to the corresponding 2‐arylhydrazonothiazolo[3,2‐ a ]benzimidazol‐3‐ones 5a,b and 3‐substituted 2‐arylazo thiazolo[3,2‐ a ]benzimidazoles 8a,b respectively. Imidazo[2,1‐ b ]thiazoles were obtained by the reaction of hydrazidoyl halides with 2‐mercapto‐4,5‐dihydroimidazole. Also, hydrazidoyl halides 6a,b were reacted with 3‐amino‐4‐mercapto‐5‐phenylpyrazole to give pyrazolo[4,3‐ b ]thiazines 15a,b . The structures of the products were assigned on the basis of their elemental analysis and spectral data.