Ring–ring interconversion: the rearrangement of 6-(4-chlorophenyl)-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazole into 8-(4-chlorophenyl)-8-hydroxy-5-methyl-8H-[1,4]thiazino[3,4-c][1,2,4]oxadiazol-3-one. Elucidation of the reaction product through spectroscopic and X-ray crystal structure analysis

Abstract

The reactivity of 6-(4-chlorophenyl)-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazole (a member of a class of mutagenic compounds) with hydrochloric acid in ethanol has been investigated and the nature of the reaction product unambiguously established on the basis of infrared, NMR and mass spectra and a crystal structure determination.