Chloroacetone → Methyl 3-methyl-4-(4-methylthiazol-2-yl)benzoate

Participants

Reaction Steps

Methyl 4-carbamothioyl-3-methylbenzoate (8.9 g, 42.5 mmol) and chloroacetone (3.94 g, 42.5 mmol) were dissolved in ethanol (50 mL), and refluxed for 12 hours. The solvent was evaporated, and the residue was purified on a silica gel column, eluting with 20%-40% ethyl acetate in hexanes, to get methyl 3-methyl-4-(4-methylthiazol-2-yl)benzoate as white waxy solids (contains some ethyl 3-methyl-4-(4-methylthiazol-2-yl)benzoate) (7.4 g, 69% yield). An aliquot amount of the methyl and ethyl ester mixture was separated for identification purpose.

Provenance & Evidence