Ammonia → N-(Aminocarbonyl)-2-chlorobenzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

A solution of 314 g of 2-chlorobenzenesulfonyl isocyanate in 2 L of toluene was cooled to 0° C. and treated with 27 g of anhydrous liquid ammonia, added dropwise at a rate that maintained the temperature around 0° C. After the addition was complete, the reaction mixture was allowed to warm to room temperature. The solids were collected by filtration, and washed with hexane and acetonitrile. The yield of N-(aminocarbonyl)-2-chlorobenzenesulfonamide was 313 g as a white solid, m.p. 160°-163° C.; IR (nujol): 3400, 3300, 1700, 1650, 1550, 1250, 1150 cm-1.

Provenance & Evidence