Ammonia → 2-Phenyl-3-phenylamino-benzo(b)thiophene

Participants

Reaction Steps

A mixture of 9.6 g (30 mmol) of anilide of α-phenylthio-phenylacetic acid (colourless needles in a mixture of benzene and petroleum ether, mp 142°-143°), 70 milliliters of absolute toluene and 30.0 g (211 mmol) of phosphoric anhydride is stirred at 100° for 8 hours. The cooled reaction mixture is poured onto ice, made alkaline by concentrated ammonia and extracted with methylene chloride. By drying over sodium sulphate and evaporating the organic phase, 8.9 g (98.4% of theory) of crude product are obtained which are recrystallised in ethanol: 5.7 g (64% of theory) of yellow crystals, mp 150°-151° (ethanol).

Provenance & Evidence