m-Bromobenzenesulphonyl chloride → 2-(3-Bromobenzenesulfonylamino)-5-methyl-benzensulfonamide

Participants

Reaction Steps

To a solution of 2-amino-5-methyl-benzenesulfonamide (Example 45a) (6.0 g, 32.3 mmol) in pyridine (20 mL), 3-bromobenzenesulphonyl chloride (8.24 g, 32.3 mmol) was added portionwise at 0° C. The reaction was stirred at RT for 10 h. The pyridine was removed in vacuo at 35° C. and the residue was dissolved in ethyl acetate. The organic phase was washed with aqueous 1N HCl, water and brine, dried over sodium sulfate, and concentrated under reduced pressure. The crude product was purified by flash column chromatography using ethyl acetate/hexane (1:1) as eluent to give the title compound (8 g, 63%).

Provenance & Evidence