1-Chloro-4-isocyanato-2-(trifluoromethyl) benzene → HCID 42626043, compound

Participants

Reaction Conditions

Reaction Steps

Method H3 (in DCM). 4-(4-Aminophenoxy)-3-nitropyridin-2-amine (170 mg, 0.69 mmol) was dissolved in dry DCM (5 mL) and cooled to 0° C. 4-Chloro-3-trifluoromethyl-phenyl isocyanate (153 mg, 0.69 mg) was dissolved in dry DCM (3 mL) and was added dropwise to the cooled solution. The reaction mixture was allowed to warm at room temperature and was stirred for 20 hours under argon. The resulting precipitate was recovered by filtration, washed with more DCM and dried, to afford the title compound (240 mg, 74%). 1H-NMR (δ, ppm, DMSO-d6): 5.98 (d, 1H, HPy,5, J=5.0 Hz), 7.14-7.18 (m, 4H, NH2,Py+Harom,Ph,3+5), 7.57 (d, 2H, Harom,Ph,2+6), 7.64 (broad s, 2H, Harom′), 8.00 (d, 1H, HPy,6), 8.13 (s, 1H, Harom′), 9.00 (s, 1H, NHurea,1), 9.21 (s, 1H, NHurea,3); LC-MS (m/z): 468 (M+H, 100).

Provenance & Evidence