4-Amino-3-cyanobenzotrifluoride → HCID 19819671, compound

Participants

Reaction Conditions

Reaction Steps

A stirred suspension of copper (I) cyanide (3g) and 4-amino-3-bromo-5-cyano-trifluoromethylbenzene (from Preparation 4) (6g) in dry, distilled N-methyl pyrollidinone (50ml) was heated to 170° C. for 16 hours. After cooling to ambient temperature, the reaction mixture was poured into water and ammonium hydroxide, filtered, and the filtrate extracted with diethyl ether. The organic layer was dried over anhydrous magnesium sulphate and the solvent evaporated under reduced pressure, to give a yellow oil. Chromatography on silica gel using petroleum ether (boiling range 60-80° C.) containing ethyl acetate (16% by volume) gave 2,6-dicyano-4-trifluoromethyl aniline as a pale yellow solid.

Provenance & Evidence