Phosphorus oxychloride → 3-Dimethylamino-2-(4-chloro-phenyl)-benzo(b)thiophene

Participants

Reaction Steps

A solution of 15.3 g (50 mmol) of the dimethylamide of α-phenylthio-p-chloro-phenylacetic acid (colourless rods in a mixture of petroleum ether and benzene, mp 81°-83°) and of 23.0 g (150 mmol) of POCl3 in 160 milliliters of chlorobenzene is refluxed for 6 hours. By treatment similar to that of Example 29 the 3-dimethylamino-2-(4-chloro-phenyl)-benzo(b)thiophene is obtained in the form of a crude oily product which crystallises after trituration with ethanol: 11.1 g (77% of theory), yellow rods, mp 114°-116° (ethanol).

Provenance & Evidence