离子液体中4-苯基-2-芳基氨基噻唑化合物的简便合成

Facile Synthesis of 4-Phenyl-2-arylaminothiazoles in Ionic Liquid

摘要:

研究了以α-溴代苯乙酮与芳胺为原料在离子液体[bmim]SCN中一锅合成4-苯基-2-芳基氨基噻唑的绿色化学方法，优化了反应条件。在离子液体[bmim]SCN中，硫氰酸根取代α-溴代苯乙酮中的溴生成α-硫氰酸根苯乙酮，然后在乙酸催化下与芳胺发生加成环化，以81.6%～95.2%的收率得到4-苯基-2-芳基氨基噻唑。离子液体[bmim]SCN重复使用5次目标产物收率无明显降低。

Abstract:

A simple and efficient method was developed for the synthesis of 4-phenyl-2-arylaminothiazoles from α-bromoacetophenone and aryl amine in ionic liquid [bmim]SCN. The reaction conditions were optimized. α-Thiocyanatoacetophenone was formed by substitution reaction of α-bromoacetophenone with thiocyanate in [bmim]SCN. After that, 4-phenyl-2-arylaminothiazoles were synthesized in 81.6%～95.2% yields via addition and cyclization of aryl amine with α-thiocyanatoacetophenone catalyzed by acetic acid. Ionic liquid [bmim]SCN could be reused at least five times without significant decrease in yield.