Thiophenol → p-Toluenesulfonic acid

Participants

Reaction Steps

To a stirred suspension of thiophenol (10.5 g) and 2-aminomalononitrile p-toluenesulfonate (20 g) in acetonitrile (400 ml) was added sodium carbonate (21 g) at room temperature. After stirring for 10 hours, the solid residue was filtered and a half volume of the filtrate was evaporated under reduced. pressure to give the residue to which p-toluenesulfonic acid (20 g) was added. A precipitate solid formed was collected by filtration and thoroughly washed successively with acetonitrile and n-hexane to give 15 g of white crystales. Infrared sectrum of this compound was identical with that of 2,3-diamino-(3-phenylthio)acrylonitrile p-toluenesulfonate prepared in example 1.

Provenance & Evidence