Water → HCID 19780563, compound

Participants

Reaction Steps

A solution of (±)-2-(3-nitrophenyl)cyclohexanone (1 g,4.5 mmol) and methyl isothiocyanate at 20° C. in tetrahydrofuran (15 ml) was treated with sodium hydride (120 mg, 5 mmol) added in one portion. The mixture was stirred vigorously. After 13 minutes, water (20 ml) was added and the mixture extracted with ethyl acetate (2×20ml). The combined organic extracts were dried over magnesium sulphate. Concentration in vacuo (30° C., 14 mmHg) afforded a crude oil (0.95 g) which was purified by flash chromatography over silica gel, eluting with toluene/acetone: 96/4 and trituration with equal portions of hexane and diethyl ether to give (±)-N-methyl-2-oxo-1-(3-nitrophenyl)-cyclohexanecarbothioamide (0.1 g, 0.35mmol) m.p. 128°-132° C.

Provenance & Evidence