A facile one‐pot synthesis of thiazo[2′,3′:2,1] imidazo[4,5‐b]pyrane; thiazo[2′,3′:2,1]imidazo [4,5,b]pyridine; imidazo[2,1‐b]thiazole and 2‐(2‐amino‐4‐methylthiazol‐5‐yl)‐1‐bromo‐1,2‐ethanedione‐1‐arylhydrazones |
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Authors: | Samia M. Sayed Maghraby A. Selim Mohamed A. Raslan Mohamed A. Khalil |
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Abstract: | Thiazole 1 , when reacted with chloroacetyl chloride, afforded N‐(5‐acetyl‐4‐methylthiazol‐2‐yl) chloroacetamide 2 . It has been found that compound 2 reacted with α‐cyanocinnamonitrile derivatives 6a–c to afford reaction products 8a–c . Also, compound 2 coupled smoothly with benzenediazonium chloride afforded the phenylhydrazone 14 . Coupling of the sulfonium bromide 17 with diazotized aromatic amines or N‐nitrosoacetanilides afforded the arylhydrazones 20a,b . Treatment of 16 with 2‐cyanoethanethioamide afforded [4‐(2‐amino‐4‐methylthiazol‐5‐yl) thiazol‐2‐yl] acetonitrile 22 . © 2000 John Wiley & Sons, Inc. Heteroatom Chem 11:362–369, 2000 |
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