Electric Literature of 31643-49-9, A common heterocyclic compound, 31643-49-9, name is 4-Nitrophthalonitrile, molecular formula is C8H3N3O2, its 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.
Propargyl alcohol (0.26 mL, 4.33 mmol) was added into a stirred mixture of 4-nitrophthalonitrile (0.50 g, 2.89 mmol) and anhydrous potassium carbonate (3.19 g, 23.1 mmol) in DMSO (6 cm3) under an argon atmosphere at room temperature. The mixture was stirred at room temperature for three and a half hour under an argon atmosphere, and then distilled to remove DMSO under reduced pressure. Water (100 cm3) was added to the dried mixture, which was then extracted with DCM. The organic layer was dried over MgSO4, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with ethyl acetate/hexane to afford 3 as a solid (0.49 g, 85% chemical yield). 1H NMR (400 MHz, CDCl3) delta: 2.57 (t, J = 2.4 Hz, 1H), 4.75 (d, J = 2.4 Hz, 2H), 7.25 (dd, J = 8.8, J = 2.6 Hz, 1H), 7.31 (d, J = 2.6 Hz, 1H), 7.69 (d, J = 8.8 Hz, 1H). 13C NMR (100 MHz, CDCl3) delta: 56.6, 76.2, 77.8, 108.2, 115.2, 115.5, 117.4, 119.9, 120.2, 135.2, 160.5. Anal. Calc. for C, 72.52; H, 3.32; N, 15.38. Found: C, 71.94; H, 3.42; N, 15.48%.
The synthetic route of 31643-49-9 has been constantly updated, and we look forward to future research findings.