3-broMo-4-Methoxy-N-MethylbenzenesulfonaMide synthesis

Yield:358665-54-0 35%

Reaction Conditions:

in tetrahydrofuran; for 0.5 h;Heating / reflux;

Steps:

18

Combine 3-bromo-4-methoxybenzenesulfonyl chloride (1.0 g, 3.5 mmol) and methylamine (4.4 ml of 2M solution in THF, 8.8 mmol) in 25 ml anhydrous THF and heat under reflux in a nitrogen atmosphere for 30 minutes. Concentrate the cooled mixture in vacuo and partition the residue between ethyl acetate and water. Wash the organic layer with 0.1 N HC1 solution, 0.1 N NaOH solution and brine and dry over anhydrous sodium sulfate. Evaporate the solvent and recrystallize the crude solid from ethyl acetate/hexane to yield the title compound (340 mg, 35% yield).

References:

WO2005/73244,2005,A1 Location in patent:Page/Page column 27-28