A general synthesis of thiazoles. Part 3. Comparative evaluation of different functionalised thioureas as precursors

Abstract

N-Acyl-N′-monosubstituted thioureas (9) react with phenacyl bromide to produce thiazolines (10) and not thiazoles (4), as claimed. The addition products of N-arylbenzamidines and phenyl isothiocyanate react with phenacyl bromide to give 2-anilino-5-benzoyl-4-phenylthiazole (4a). The adduct (11) of methyl benzimidate and phenyl isothiocyanate yields thiazoles (4a) and (12) by reaction with phenacyl bromide and bromonitromethane, respectively.