Reference of 22364-68-7,Some common heterocyclic compound, 22364-68-7, name is 2-(o-Tolyl)acetonitrile, molecular formula is C9H9N, 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.
1-(2-Methylphenyl)acetonitrile (610 mg) was dissolved in dimethyl sulfoxide (6.1 ml), added with sodium hydride (60%, in oil, 409 mg) and stirred at room temperature for 30 minutes. This reaction mixture was added with the solution of bis(2-chloroethyl)benzylamine (1.090 g) dissolved in dimethyl sulfoxide (6.1 ml) obtained above and further stirred at 75 C. for 2.5 hours. The reaction mixture was added with water (50 ml) and extracted twice with ether (50 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=6:1) to obtain 1.077 g of the title compound. Yield: 80%. 1H-NMR (CDCl3) delta (ppm); 2.07 (2H, td, J=12 Hz, 3 Hz), 2.32 (2H, dd, J=12 Hz, 3 Hz), 2.59 (2H, t, J=12 Hz), 2.64 (3H, s), 3.01 (2H, d, J=12 Hz), 3.61 (2H, s), 7.20-7.40 (9H, m) MS (TSP); m/z 291 (MH+)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(o-Tolyl)acetonitrile, its application will become more common.
Reference:
Patent; Tsushima, Masaki; Tadauchi, Kaori; Asai, Kenji; Miike, Naoko; Imai, Masako; Kudo, Toshiaki; US2003/171370; (2003); A1;,
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