Synthesis of new imidazo[2,1- b ][1,3]thiazole derivatives from 2-amino-4-(2,2-dichlorovinyl)-1,3-thiazole and  N -(2,2-dichloro-2-phenylethylidene)arenesulfonamides

V. Yu. Serykh; G. G. Levkovskaya; A. V. Popov; V. I. Potkin; S. K. Petkevich; A. V. Vashchenko; V. I. Smirnov; I. B. Rozentsveig

doi:10.1134/S1070428016100171

Synthesis of new imidazo[2,1-b][1,3]thiazole derivatives from 2-amino-4-(2,2-dichlorovinyl)-1,3-thiazole and N-(2,2-dichloro-2-phenylethylidene)arenesulfonamides

作者: Serykh V.Y.¹, Levkovskaya G.G.¹, Popov A.V.¹, Potkin V.I.², Petkevich S.K.², Vashchenko A.V.¹, Smirnov V.I.¹, Rozentsveig I.B.¹
隶属关系:
1. Favorskii Irkutsk Institute of Chemistry, Siberian Branch
2. Institute of Physical Organic Chemistry
期: 卷 52, 编号 10 (2016)
页面: 1475-1480
栏目: Article
URL: https://bakhtiniada.ru/1070-4280/article/view/215087
DOI: https://doi.org/10.1134/S1070428016100171
ID: 215087

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2-Amino-4-(2,2-dichlorovinyl)-1,3-thiazole reacted with highly electrophilic N-(2,2-dichloro-2-phenylethylidene)- and N-(2,2,2-trichloroethylidene)arenesulfonamides through the exocyclic amino group to give products of nucleophilic addition to the azomethine bond, N-[2,2-di(or 2,2,2-tri)chloro-1-(1,3-thiazol-2-ylamino)ethyl]arenesulfonamides in good yields. Intramolecular heterocyclization of the latter afforded N-[3-(2,2-dichloroethyl)-6-phenylimidazo[2,1-b][1,3]thiazol-5-yl]arenesulfonamides.