Reaction of 2-(Benzenesulfonyl)-5-(p-chlorobenzenesulfonyl)-4-tosyl-1,3-thiazole with O-, N-, S-, and C-nucleophiles

2-(Benzenesulfonyl)-4-tosyl-1,3-thiazole was synthesized starting from the available 2,2-dichloro-1-tosylethenyl isothiocyanate. The product is a pronounced electrophilic substrate feasible for investigation of the order of nucleophilic substitution at the C 2 , C 4 , and C 5 centers of the thiazole ring. Different nucleophilic agent first attack the C 2 atom. After that S -nucleophiles react with C 5 , while O -and N -nucleophiles, with C 4 .