Potassium Carbonate → 1-[2-(3,4-Dichlorophenylthio)-4-phenylbutyl]imidazole

Participants

Reaction Steps

A mixture of 600 mg. of 1-(2-chloro-4-phenylbutyl)imidazole hydrochloride, 1.2 g. of 3,4-dichlorothiophenol and 800 mg. of potassium carbonate in 40 ml. of acetone was stirred and refluxed for 4 hours. The solvent was evaporated under vacuum and 50 ml. of water was added. The resulting mixture was extracted with ether and the ether extract was washed with saturated sodium chloride solution, dried and evaporated to afford 1-[2-(3,4-dichlorophenylthio)-4-phenylbutyl]imidazole as an oil. This material was converted to the oxalate salt by treatment with oxalic acid in ether, which salt was recrystallized from acetone/ethyl acetate as colorless flakes (850 mg.), m.p. 145°-147° C.

Provenance & Evidence