Hydrogen Sulfide → 3-[2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-1H-indole-5-carbothioamide

Participants

Reaction Steps

Hydrogen sulphide gas was passed through a stirred solution of 3-[2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethyl]-1H-indole-5-carbonitrile (4 g) and triethylamine (3 ml) in dry dimethylformamide (100 ml) for 6 hours. and the reaction mixture was stirred for a further 7 days. Hydrogen sulphide gas was passed through the reaction mixture for 0.5 hours on each day. Water (200 ml) was added and the mixture was extracted with ethyl acetate (3×200 ml). Evaporation of the washed (H2O) and dried (MgSO4) extracts gave a yellow residue which gave a yellow powder (4.1 g) on trituration with ether. A sample was crystallised from ethanol to give the title compound as yellow microcrystals m.p. 195°-8° C. (dec.)

Provenance & Evidence