2-Amino-4-chlorophenol → 2-Amino-4-chlorophenyl methanesulfonate

Participants

Reaction Conditions

Reaction Steps

174.5 g (1.52 mol) of methanesulfonyl chloride were added dropwise at 10°-15° C. to a solution of 218.7 g (1.52 mol) of 2-amino-4-chlorophenol and 153.8 g (1.52 mol) of triethylamine in 400 ml of methylene chloride. The mixture was stirred for 18 hours at 25° C. and was introduced into ice water, and the organic phase was separated off, washed twice with water and dried over Na2SO4. After the solvent had been distilled off, a gradually crystallizing residue of the product remained, which was sufficiently pure for further reaction (329.5 g, 98% of theory). The product could be recrystallized from methanol/water (mp. 70°-71° C.).

Provenance & Evidence