Water → 4-[2-(4-Bromo-phenyl)-ethanesulfonylamino]-3-sulfamoyl-benzoic acid

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2-[2-(4-bromo-phenyl)-ethanesulfonylamino]-5-methyl-benzenesulfonamide (0.3 g, 0.69 mmol) in water (12 mL) was added 2.5 M sodium hydroxide until a clear solution was obtained (˜12 mL). Potassium permanganate (0.55 g, 3.46 mmol) was added and the resulting reaction mixture was heated at 70° C. for 3 hours. The hot solution was filtered through a pad of Celite and the solids were washed with water. Solid sodium bisulfate was added to the filtrate until the pink color disappeared. The aqueous solution was treated with charcoal, filtered, and the pH was adjusted to pH˜1 using 6 M hydrochloric acid. The formed precipitate was collected by filtration, washed with water, and dried to give 0.22 g (69% yield) of the title compound.

Provenance & Evidence