Hydrochloric Acid → HCID 178526168, compound

Participants

Reaction Steps

A solution of 15.2 g (0.2 mol) of thiourea in 100 ml of water is introduced into a 1 liter three-necked flask equipped with a magnetic stirrer, a condenser and a dropping funnel, and 35.3 g (0.2 mol) of α-chloromethyl-naphthalene are added, all at once, at 50°-60° C. The reaction mixture is heated to the reflux temperature and boiling is maintained for a quarter of an hour. The thiouronium salt precipitates. Thereafter the mixture is cooled and a solution of 32 g of sodium hydroxide (0.8 mol) in 50 ml of water is added dropwise at about 60° C. The resulting mixture is heated under reflux until the solution becomes limpid, and is cooled and a solution of about 0.28 mol of sodium chloroacetate (obtained by neutralising 26.36 g of chloroacetic acid in 200 ml of water with 23.52 g of sodium bicarbonate) is added dropwise at 60°-70° C. The whole is then heated under reflux for half an hour, cooled and acidified cold by the addition of 3 N HCl. α-Naphthylmethylene-thioacetic acid thus precipitates, and is filtered off. 44.5 g of product are collected.

Provenance & Evidence