Hydrochloric Acid → 4-{[2-(Thiophen-2-yl)ethyl]amino}benzoic acid

Participants

Reaction Steps

A mixture of 29.7 g. of crude ethyl 4-[2-(2-thienyl)ethylamino]benzoate, 29 g. of potassium hydroxide and 200 ml. of 95% ethanol is refluxed for 3 hours. The solution is diluted with 100 ml. of water and adjusted to pH 6 with concentrated hydrochloric acid. The mixture is cooled, filtered and the solid washed with ethanol-water (1:1) to give a solid. The solid is heated with 200 ml. of ethanol, filtered and the filtrate concentrated. Purification gives the product, m.p. 163°-165° C.

Provenance & Evidence