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通过2-氯-1-(6-苯基咪唑并[2,1-b]噻唑-5-基)乙酮与硫脲反应,微波辅助汉茨希噻唑合成N-苯基-4-(6-苯基咪唑并[2,1-b]噻唑-5-基)噻唑-2-胺。

Microwave-assisted Hantzsch thiazole synthesis of N-phenyl-4-(6-phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amines from the reaction of 2-chloro-1-(6-phenylimidazo[2,1-b]thiazol-5-yl)ethanones and thioureas.

作者信息

Kamila Sukanta, Mendoza Kimberly, Biehl Edward R

机构信息

Department of Chemistry, Southern Methodist University, Dallas, Texas-75275, USA.

出版信息

Tetrahedron Lett. 2012 Sep 12;53(37):4921-4924. doi: 10.1016/j.tetlet.2012.06.116. Epub 2012 Jul 3.

Abstract

N-Phenyl-4-(6-phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amines (6a-q) have been synthesized by the Hantzsch thiazole reaction of 2-chloro-1-(6-phenylimidazo[2,1-b]thiazol-5-yl)ethanones (4a-e) with suitably substituted thioureas using microwave heating. The ethanones (4a-e) were prepared by the reaction of 6-phenylimidazo[2,1-b]thiazoles (3a-e) with chloroacetylchloride in refluxing 1,4-dioxane whereas the thiazoles (3a-e) were synthesized by the reaction of 2-bromo-1-phenylethanones (2a-e) with thiazol-2-amine in refluxing acetone.

摘要

通过2-氯-1-(6-苯基咪唑并[2,1-b]噻唑-5-基)乙酮(4a - e)与适当取代的硫脲在微波加热条件下进行汉茨希噻唑反应,合成了N-苯基-4-(6-苯基咪唑并[2,1-b]噻唑-5-基)噻唑-2-胺(6a - q)。乙酮(4a - e)是由6-苯基咪唑并[2,1-b]噻唑(3a - e)与氯乙酰氯在回流的1,4-二氧六环中反应制得,而噻唑(3a - e)是由2-溴-1-苯乙酮(2a - e)与噻唑-2-胺在回流的丙酮中反应合成的。

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