Ethanamine, 2,2,2-trifluoro- → HCID 19784794, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of o-fluoronitrobenzene (1) (7. 05 g, 50 mmol), 2,2,2-trifluoroethylamine (14.85 g, 3 eq.) and DMSO (20 ml) was heated at 120° C. in an autoclave for 24 hrs., then poured onto crushed ice/H2O. The resultant yellow-orange precipitate was collected by filtration, washed with H2O three times and air-dried to give 10.58 g (98% yield) of N-(2,2,2-trifluoroethyl)-2-nitroaniline (4): mp 84°-89° C.; MS m/e 220(m+); 1H NMR (DMSO-d6)δ4.38 (m, 2H), 6.84 (t, 1H, J=7.6 Hz), 7.32 (d, 1H, J=8.7 Hz), 7.62 (t, 1H, J=7.8 Hz) 8.12 (d, 1H, J=8.7 Hz), 8.31 (1H, --NH).

Provenance & Evidence