Hantzsch reaction of 3??(2??bromoacetyl)??4??hydroxy??chromen??2??one. Synthesis of 3??(thiazol??4??yl)??4??hydroxy coumarines

S Sukdolak, S Solujić, N Manojlović…

Index: Sukdolak; Solujic; Manojlovic; Vukovic; Krstic Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 4 p. 593 - 596

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Citation Number: 14

Abstract

Abstract 3-Acetyl-4-hydroxy-chromen-2-one (1) was brominated with phenyltrimethylammonium tribromide to afford 3-(2-bromoacetyl)-4-hydroxy-chromen-2-one (2) whose reactions with thiourea, thioacetamide and ammonium dithiocarbamate gave respectively 3-(2-amino-thiazol-4-yl)-4-hydroxy-, 4-hydroxy-3-(2-phenyl-thiazol-4-yl)-and 4- hydroxy-3-(2-mercapto-thiazol-4-yl) chromen-2-one. In a similar manner, com pound 2 ...