On the reaction of 2-phenylaminothiazoline with α-halogenoketones

Abstract

It was established that the alkylation of 2-phenylaminothiazoline with substituted phenacyl bromides proceeds at the exocyclic nitrogen atom with the formation of 5-aryl-7-phenyl-2,3-dihydroimidazo[2,1-b]thiazolium bromides. In order to confirm the structure of the last, the reductive desulfurization of one of them (Ar = p-chlorophenyl) was accomplished using Raney nickel. It was shown that dequaternization of the resulting 1-phenyl-3-ethyl-4-(p-chlorophenyl)imidazolium bromide to 1-phenyl-4-(p-chlorophenyl)imidazole, identical to the sample obtained by direct synthesis, thereby occurs. ©1997 Plenum Publishing Corporation.