Hydrochloric Acid → 5'-[3-(4-Chlorophenylsulfonyl)propyl]-2'-hydroxy-3-[2-(4-phenyl-2-thiazolyl)vinyl]benzanilide

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Reaction Steps

Thionyl chloride (2 ml) was added to 3-[2-(4-phenyl-2-thiazolyl)vinyl]benzoic acid (0.45 g, 1.46 mmol), the mixture was stirred with heating under reflux for 30 minutes, and then the reaction solution was concentrated under reduced pressure. Toluene was added to the resulting residue, the mixture was concentrated under reduced pressure and, after repeating this step again, dried in vacuo. The resulting residue was added to a mixture of 2-amino-4-[3-(4-chlorophenylsulfonyl)propyl]phenol hydrochloride (0.50 g, 1.38 mmol), pyridine (3 ml) and dichloromethane (2 ml) with stirred under ice-cooling, followed by 12 hours of reaction at room temperature. The reaction solution was poured into ice and 1 N hydrochloric acid and the solid precipitated was collected by filtration. By washing the collected solid with ethanol, 5'-[3-(4-chlorophenylsulfonyl)propyl]-2'-hydroxy-3-[2-(4-phenyl-2-thiazolyl)vinyl]benzanilide (0.79 g, 1.28 mmol, 93%) was obtained as a solid.

Provenance & Evidence