Saccharin → HCID 54723586, compound

Participants

Reaction Steps

To a solution of 9.9g (0.03 mole) of 2- (N-methyl-N-phenylcarbamoyl)!saccharin in 125ml of dimethylformamide at 35° C is added all at once 4.9g (0.09 mole) of sodium methoxide. A considerable amount of heat is evolved and the mixture turns purple in color. Stirring is continued for one hour and it is poured into ice-water containing excess hydrochloric acid to cause precipitation of 5.5g of a tan solid, mp. 138°-144° C. This is dissolved in dichloromethane and extracted with aqueous sodium carbonate solution. Neutralization of the alkaline layer gives a precipitate which is collected and recrystallized from methanol to give 4.0g of product, mp. 148°-152° C dec.

Provenance & Evidence