Chloroacetic Acid → HCID 178526174, compound

Participants

Reaction Steps

A mixture of 19.5 (0.1 mol) of 3,4-dichlorobenzyl chloride and 7.6 g (0.1 mol) of thiourea in 50 ml of water is heated under reflux for 30 minutes, with stirring, and then, at 60°-70° C., a solution of 16 g (0.4 mol) of NaOH in 25 ml of water is run in; the mixture is heated under reflux for 15 minutes and a solution of 15 g (0.15 mol) of chloroacetic acid, 7 g of sodium carbonate and 50 ml of water are run in at 60°-70° C., and the reaction mixture is maintained under reflux for 1 hour. The mixture is acidified, whilst cold, with concentrated HCl, and is extracted with ether, and the ether extract washed with water, dried and evaporated. The residue is taken up in petroleum ether and the product filtered off. 21 g (yield 83%) of the stated product are obtained. Melting point 63°-64° C.

Provenance & Evidence