Water → N-[5-(hydroxymethyl)-2-methyl-3-thienyl]-N-methylthiophene-2-sulfonamide

Participants

Reaction Steps

To a solution of methyl 5-methyl-4-[methyl(2-thienylsulfonyl)amino]thiophene-2-carboxylate (37.5 g) in tetrahydrofuran (200 mL) was slowly added lithium aluminum hydride (4.4 g) in small portions. The reaction mixture was stirred at room temperature for 1 hr, and water (4.4 mL), 15% aqueous sodium hydroxide solution (4.4 mL) and water (13.2 mL) were successively added to the reaction mixture under ice-cooling. The reaction mixture was stirred for 1 hr, and the insoluble material was filtered off. The filtrate was concentrated and crystallized from diethyl ether to give N-[5-(hydroxymethyl)-2-methyl-3-thienyl]-N-methylthiophene-2-sulfonamide (31.1 g, yield 91%) as yellow crystals.

Provenance & Evidence