Water → HCID 13686312, compound

Participants

Reaction Steps

To a solution of 12 g of potassium-t-butoxide in 100 ml of dry dimethylformamide was added 12.9 mls of benzyl mercaptan at -5° to 0° C. under an inert atmosphere followed by 12.2 g of 2-methyl-7-chloro-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide. The mixturewas stirred at room temperature for 16 hours and poured into water to give a gummy solid. The water was decanted and extracted with ethyl acetate. The gummy solid was slurried in ethyl acetate and filtered to give 5.9 g of the title compound as a light orange solid, m.p. 119°-122° C. The combined ethyl acetate extract and filtratewere washed with water and brine, dried over MgSO4 and concentrated toa solid which was slurried in either and filtered to give an additional 7.6g of product, m.p. 121°-124° C. Total yield was 13.5 g.

Provenance & Evidence