Dithiocarbamates are of significant importance as pesticides, vulcanizing agents and pharmaceuticals. In search of efficient regioselective strategy, the various dithiocarbamate esters were synthesized by regioselective thiolation at endo-cyclic nitrogen of 2aminothiazole. The treatment of Boc-protected 2-aminothiazole with carbon disulphide and alkyl halide in the presence of potassium hydroxide in DMF afforded Boc-dithiocarbamate esters (3a-h). The removal of protecting group with TFA

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... corresponding dithiocarbamate esters (4a-h). The formation of regioselective product was confirmed by spectral and molecular mechanical MM2 force field and PM3 approximation MOPAC energy minimization data. The strategy provides an important methodology for regioselective thiolation.