Ammonia → 4-amino-N-methyl-2-oxo-3-pentenesulfonamide

Participants

Reaction Steps

A moderately rapid stream of dry ammonia was introduced at 20°-25° during 3 hours into a suspension of 10 g of 2,3-dimethyl-1,2-thiazin-5(6H)-one 1,1-dioxide in 100 ml of methanol, whereby a clear pale yellow solution resulted after about 10-15 minutes. Thereupon, the mixture was stirred further at room temperature overnight. The crystallized-out product was filtered off and washed with a small amount of methanol, whereby there were obtained 9.8 g of 4-amino-N-methyl-2-oxo-3-pentenesulfonamide in the form of colorless crystals, m.p. 158°-162°. From the filtrate there were obtained by concentration to about 50 ml an additional 2.2 g of product, mp. 158°-162°, total yield: 12 g.

Provenance & Evidence