Reference of 654-70-6,Some common heterocyclic compound, 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, molecular formula is C8H5F3N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Synthesis of 4-isothiocyanato-2-(trifluoromethyl)-benzyl cyanide (compound 2) Into an aqueous suspension (50 mL) of thiophosgene (30.2 g, 262.4 mmol) compound 1 (10.0 g, 53.7 mmol) was slowly added in portions. The reaction mixture was stirred at room temperature (20C) for one hour and then extracted with ethyl acetate for three times (3 * 50mL). The organic layer was combined, washed with saturated brine (100 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to give a black solid. After purified by column chromatography, a white solid 2 (Compound 2, 11.24 g, yield 92%) was obtained. 1H NMR (CDCl3, 400MHz):delta(ppm)7.85(1H, d, J=8Hz), 7.59(1H, s), 7.48(1H, d, J=8.4Hz).MS: 229(M+H+).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Cyano-3-trifluoromethylaniline, its application will become more common.
Reference:
Patent; HC Pharmaceutical Co., Ltd.; CHEN, Yuanwei; EP2792674; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts