Water → 4-(Cyclohexylamino)-3-nitrobenzonitrile

Participants

Reaction Conditions

Reaction Steps

To a solution of 3.0 g (16 mmol) 3-chloro-2-nitrobenzonitrile in 50 ml dimethylformamide was added 1.8 g (18 mmol) dry triethylamine and 1.8 g (18 mmol) cyclohexylamine. The reaction mixture was stirred at 80° C. for 1 h. After cooling to 25° C. 100 ml water was added, and the precipitate was filtered off. The crude product was recrystallized (methanol) to give 1.6 g (65%) N-cyclohexyl-4-cyano-2-nitroaniline. M.p. 109.0° C. 1H-NMR (CDCl3): 8.4-6.8 (4H, m), 3.5 (1H, broad s), 2.4-1.0 (10H, m).

Provenance & Evidence