1593-60-8

98-59-9

1593-60-8

General procedure for the synthesis of N-hydroxy-4-methylbenzenesulfonamide from p-toluenesulfonyl chloride: Hydroxylamine hydrochloride (7.2 g, 86 mmol) was dissolved in a solvent mixture of methanol (30 mL) and water (20 mL), followed by the addition of magnesium oxide (5.1 g, 129 mmol), and the reaction was stirred for 10 minutes. Next, a solution of tetrahydrofuran (300 mL) of p-toluenesulfonyl chloride (8 g, 43 mmol) was added to the above mixture and the reaction was vigorously stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC) until the raw material was completely consumed. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth and the filtrate was dried with anhydrous magnesium sulfate and subsequently concentrated under reduced pressure to afford N-hydroxy-4-methylbenzenesulfonamide (7 g, white solid) in 87.5% yield.