Hydrochloric Acid → HCID 178427263, compound

Participants

Reaction Steps

A stirred solution of 2,4-dichloro-5-mercaptobenzoic acid (30 g.; 0.135 mole) in 50% aqueous ethanol (500 ml.) and sufficient 10N sodium hydroxide to attain a pH of 9 is heated to reflux and treated dropwise with dimethyl sulfate (26 g.; 0.206 mole) during a two hour period. The pH is maintained at 9 during the addition. The reaction mixture then is cooled, diluted with water (1 liter) and acidified with dilute hydrochloric acid, yielding 30 g.; (94%) of 2,4-dichloro-5-methylthiobenzoic acid, m.p. 187° C. after recrystallization from nitromethane.

Provenance & Evidence