Electric Literature of 64248-64-2,Some common heterocyclic compound, 64248-64-2, name is 2,5-Difluorobenzonitrile, molecular formula is C7H3F2N, 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.
To a stirred solution of NaH (2.58 g, 60% in mineral oil, 64.74 mmol) in DMSO (30 mL) ethyl cyanoacetate (7.3 g, 64.7 mmol) was added slowly at 0 C and stirred at the same temperature for 20 min. Then 2,5-difluoro benzonitrile (3 g, 21 .5 mmol) in DMSO (10 mL) was added. The mixture was heated at 95 C overnight then water (20 mL) was added and the solution was heated to 1 20 for 1 2 h. Completion of the reaction was monitored by LCMS. 0.1 N HCI (30 mL) was added to the reaction mixture at 0C, after stirring 10 min the solid was filtered and washed with water and petroleum ether. The crude was purified by flash chromatography (24% EtOAc in petroleum ether) to give the title compound (1 .8 g, 53.0%) as an off-white solid. LCMS m/z: 159.2 (M-1 ). 1 HNMR (DMSO d6): delta ppm 4.2 (s, 2H), 7.64- 7.73 (m, 2H), 7.96 (dd, J = 8.5, 2.5 Hz, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Difluorobenzonitrile, its application will become more common.
Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; GAROFALO, Barbara; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; CORSO, Gaia; CAVARISCHIA, Claudia; FURLOTTI, Guido; IACOANGELI, Tommaso; (161 pag.)WO2016/96686; (2016); A1;,
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