Hydrochloric Acid → HCID 178427264, compound

Participants

Reaction Steps

A solution of 3-amino-4-chloro-5-mercaptobenzoic acid hydrochloride (23 g.; 0.096 mole) in 50% aqueous ethanol (350 ml.) is made basic with 10N sodium hydroxide to pH = 9, and refluxed while dimethyl sulfate (14.2 ml.) is added dropwise during a one-hour period. Heating is continued for three hours and 10N sodium hydroxide is added in small portions to maintain pH 9. The reaction is cooled and acidified with hydrochloric acid to give 18 g. of 3-amino-4-chloro-5-methylthiobenzoic acid (87%) which melts at 225° C. after recrystallization from ethanol.

Provenance & Evidence