1, 3-Dipolar cycloaddition of 3-phenylamino-5-phenylimino-1, 2, 4-dithiazole to 1-acyl-2-phenylacetylenes—A new route to functionalized 1, 3-thiazole derivatives

…, ON Kazheva, GV Shilov, OA D'yachenko

Index: Glotova; Dvorko; Albanov; Kazheva; Shilov; D'yachenko Russian Journal of Organic Chemistry, 2008 , vol. 44, # 10 p. 1532 - 1537

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Citation Number: 6

Abstract

Abstract 3-Phenylamino-5-phenylimino-1, 2, 4-dithiazole reacted with 1-acyl-2- phenylacetylenes in ethanol or toluene on heating (78–80° C, 1 h) in chemo-and regioselective fashion to give previously unknown N-[5-acyl-3, 4-diphenyl-1, 3-thiazol-2 (3 H)-ylidene]-N′-phenylthioureas (yield 57–60%). The structure of N-[5-benzoyl-3, 4- diphenyl-1, 3-thiazol-2 (3 H)-ylidene]-N′-phenylthiourea was proved by X-ray analysis.