Reference of 170572-49-3,Some common heterocyclic compound, 170572-49-3, name is 3-Fluoro-4-methylbenzonitrile, molecular formula is C8H6FN, 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.
Method B The reaction was carried out with the aid of a washer filled with sodium hypochlorite solution. 3-Fluoro-4-methylbenzonitrile (200 g, 1479.9 mmol) was initially charged in DMF (1.5 liters) and warmed to 40 C., and sodium methanethiolate (altogether 126.8 g, 1627.9 mmol) was added a little at a time (about 25 g per portion). During the addition, the temperature increased to 100 C. The reaction mixture was stirred initially at a bath temperature of 175 C. for 1.5 h and then at room temperature overnight. The reaction mixture was then poured into water (7.5 liters) and extracted twice with ethyl acetate (1875 ml each). The combined organic phases were washed with saturated sodium chloride solution (1875 ml) and concentrated on a rotary evaporator, and the residue was chromatographed on silica gel (mobile phase: petroleum ether/ethyl acetate 95:5, about 30 liters). Removal of the solvent on a rotary evaporator and drying under high vacuum gave 172 g (71% of theory) of the desired compound. GC-MS (Method 1): Rt=5.25 min; MS (ESIpos): m/z (%)=163.0 (100) [M]+ 1H-NMR (400 MHz, DMSO-d6): delta=2.30 (s, 3H), 2.54 (s, 3H), 7.38 (d, 1H), 7.52 (dd, 1H), 7.58 (br. s, 1H).
The synthetic route of 170572-49-3 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/34433; (2011); A1;,
Nitrile – Wikipedia,
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