Chloroacetonitrile → HCID 178510740, compound

Participants

Reaction Conditions

Reaction Steps

Indoloquinoxaline (10.95 g) is dissolved in dry dimethyl sulfoxide (150 ml) under nitrogens and sodium hydride (1.3 g) is added with good stirring at 35° C. After completion of hydrogen gas generation (about 30 minutes), chloroacetonitrile (4.0 g) is dropped in with stirring at 20° C. After 1 day at this temperature water (20 ml) is added and crystals formed of pure 6-cyanomethylindoloquinoxaline (8.9 g) are sucked and washed with methanol followed by water. The mother liquor is poured into a large amount of water and the formed precipitate is dried and purified by chromatography on silica gel with methylene chloride/methanol as eluent. In this manner further 3.0 g of 6-cyanomethyl-6H-indolo(2,3-b)quinoxaline are obtained. The total yield thus is 11.9 g, 92%, mp. 231°-232° C.

Provenance & Evidence