Phenol → Phenyl 2,4-dichloro-3-nitrobenzenesulfonate

Participants

Reaction Steps

2,6-Dichloronitrobenzene was stirred for 7 hours at 130° C. with an excess of chlorosulfonic acid. After cooling, the mixture was poured onto ice, the sulfochloride was filtered off with suction, washed to neutrality and dried over sodium hydroxide, melting point 91° C. The resulting sulfochloride (29.05 g, 0.1 mol) and phenol (11.5 g, 0.12 mol) were dissolved in 150 ml of acetone and treated with 14 ml of triethylamine at 10° C. The mixture was stirred for 1 hour with cooling, stirring was then continued for a further 4 hours at room temperature, the mixture was then treated with 200 ml of water, the resulting precipitate was filtered off with suction at 10° C., washed with water and dried in vacuo at 80° C., melting point 102° C.

Provenance & Evidence