Sodium Cyanide → 5-Cyano-2,6-Diamino-3-(2,3,5-trichlorophenyl)pyrazine

Participants

Reaction Conditions

Reaction Steps

A mixture of 97% sodium cyanide (0.064 g, 1.306×10−3 mole) and 90% copper(I) cyanide (0.135 g, 1.306×10−3 mole) in dry dimethylformamide (5 ml) was stirred and heated to 130° C. To the resulting clear solution was added 5-Bromo-2,6-Diamino-3-(2,3,5-trichlorophenyl)pyrazine (0.35 g, 0.95×10−3 mole) in small portions, and the solution was maintained at 140-150° C. for 16 hrs. The reaction mixture was cooled and evaporated in vacuo. The residue was extracted with ethyl acetate (100 ml), washed with water (100 ml) and brine (100 ml), dried over anhydrous magnesium sulphate, filtered and the filtrate evaporated in vacuo. The residue was purified by ‘flash chromatography’ using 5-17% ethyl acetate in cyclohexane as the eluent. Yield 0.152 g (51 %), M.p. 277-279° C.

Provenance & Evidence