2-(2-Oxopropyl)-1H-1lambda~6~,2-benzothiazole-1,1,3(2H)-trione → HCID 54363480, compound

Participants

Reaction Conditions

Reaction Steps

7.4 g (42 millimoles) of diethylcyanomethyl phosphonate and 6.8 g (38 millimoles) of 30% strength sodium methylate were simultaneously added dropwise to 10.0 g (42 millimoles) of N-acetonylsaccharin in 200 ml of dimethylformamide, while stirring thoroughly, the temperature increasing to 34° C. The reaction mixture was stirred for a further hour at room temperature, after which the contents of the flask were poured onto ice-water and extracted three times with methylene chloride, the organic phase was dried and evaporated down under reduced pressure, and the crude product was recrystallized from ethanol to give 2.5 g (23%) of 3-(2,3-dihydro-1,1-dioxido-3-oxo-1,2-benzisothiazol-2-yl)-1-cyano-2-methylprop-1-ene of melting point 118°-121° C.

Provenance & Evidence