Acetic Acid → HCID 13853375, compound

Participants

Reaction Steps

3,5-Dichloroaniline (40.25 g, 0.25 mol) and thioglycolic acid (23 g, 0.25 mol) in ethanol (75 ml) were mixed and stirred. Formaldehyde solution (21.3 ml, 37% by weight) was added to the solution. An exotherm developed and a solid precipitated out. After stirring for several hours, water was added. The solids that had precipitated were collected on a filter, washed with water and air-dried. The product, 2-[[(3,5-dichlorophenyl)amino]methyl]thio]acetic acid (38 g, 0.15 mol), was refluxed in xylene (275 ml). The water formed during refluxing was removed azeotropically. Removal of the solvent left a solid having a melting point of 87°-92° C.

Provenance & Evidence