Potassium Acetate → 4-(4-Chlorophenylsulfonylmethyl)thiazole

Participants

Reaction Conditions

Reaction Steps

To 1-propanol (10 ml) were added sodium 4-chlorobenzenesulfinate (359 mg, 1.81 mmol), 4-(chloromethyl)thiazole hydrochloride (307 mg, 1.81 mmol) and potassium acetate (354 mg, 3.61 mmol) and the mixture was stirred at 70° C. for 21 hours. After cooling the reaction mixture to room temperature, the solvent was concentrated under reduced pressure. Ethyl acetate was added to the residue. The mixture was washed successively with water and brine and then dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate eluate (=3:2) was concentrated under reduced pressure. The resulting solid was washed with hexane-ether and then collected by filtration, whereby the title compound (154 mg, 31%) was obtained as a white powder.

Provenance & Evidence