3-Bromomethyl-2,4-dichlorobenzenesulfonyl chloride synthesis

Yield:188440-21-3 47%

Reaction Conditions:

with dibenzoyl peroxide in 1,1,2,2-tetrachloroethane;

Steps:

I 3-Bromomethyl-2,4-dichlorobenzenesulfonyl Chloride

PREPARATION I 3-Bromomethyl-2,4-dichlorobenzenesulfonyl Chloride 85.44 g (0.48 mol) of N-bromosuccinilnide and then 200 mg of benzoyl peroxide are added to a solution of 41.52 g (0.16 mol) of 2,4-dichloro-3-methylbenzenesulfonyl chloride in 150 ml of 1,1,2,2-tetrachloroethane at room temperature. The reaction mixture is heated at 120° C. for 2 hours. After cooling, it is filtered and the filtrate is washed successively with water, with saturated sodium bicarbonate solution and finally with water until the washings are neutral. The organic phase is then dried over magnesium sulfate and concentrated. The product obtained is crystallized from hexane to give 25.53 g of the expected product in the form of white crystals (yield=47%). M.p.=90-92° C.

References:

US6080758,2000,A