Mafenide → 2-(3-Acetyl-phenoxy)-N-(4-sulfamoyl-benzyl)-nicotinamide

Participants

Reaction Steps

A solution of 4-Aminomethyl-benzenesulfonamide (0.248 grams, 1.11 mmole), 2-(3-Acetyl-phenoxy)-nicotinic acid (0.300 grams, 1.167 mmole), 1-hydroxybenzotriazole hydrate (0.165 grams, 1.22 mmole) and 1-(3-dimethylamino)-propyl)-3-ethylcarbodiimide hydrochloride (0.256 grams, 1.33 mmole) in dimethylformamide (15 ml) was stirred for 10 minutes. To the stirring solution was added triethyl amine (0.280 grams, 2.78 mmole) and stirred over night at room temperature. The mixture was diluted with ethyl acetate and washed with water and brine, dried over MgSO4, filtered and concentrated to give a solid. Recrystalization from ethyl acetate/hexane gave a solid. (0.280 g); M.P.162-164° C.; MS (m/e) 425 (M+).

Provenance & Evidence