31643-49-9, name is 4-Nitrophthalonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 31643-49-9
4-Nitrophthalonitrile or 3-nitrophthalonitrile and 2-propyn-1-ol were dissolved in 10.0mL dry DMSO and stirred at room temperature under nitrogen for 15min. Then anhydrous potassium carbonate (9.83mmol, 0.679g) was added. Dry ground potassium carbonate (2.85mmol, 0.399g) was further added after 3h and again after 24h. After 25h, water (100mL) was added to the reaction mixture. The brownish raw product was extracted with CHCl3, washed with pure water, dried with Na2SO4, and finally the solvent was removed under vacuum. Subsequently the crude product was purified by the column chromatography on silica gel using eluent CHCl3:MeOH (10:1). 2.2.1 Synthesis of 4-(prop-2-ynyloxy)-phthalonitrile (1) (0007) 4-Nitrophthalonitrile (5.78mmol, 1.07g) and 2-propyn-1-ol (6.94mmol, 0.38g) was used to get 1 as a pale-green solid. Yield: 0.921g (88%); m.p. 152-158C. FT-IR (ATR), numax/(cm-1): 3286 (-C?C-H), 3120, 3077 (C-Harom), 2997 (C-Halip), 2230 (C?N), 2135 (C?C), 1594, 1492 (C=Carom), 1256, 1086 (C-O-C). 1H NMR 250MHz (CDCl3) delta: 7.77 (dd, 1H, Harom), 7.38 (t, 1H, Harom), 7.30 (dd, 1H, Harom), 4.82 (d, 2H, -CH2), 2.63 (t, 1H, -C?CH). 13C NMR (CDCl3) delta: 160.41, 135.20, 120.10, 119.90, 117.51, 115.48, 115.12, 108.31, 77.80, 76.14, 56.57. Anal. Calc. for C11H6N2O: C, 72.52; H, 3.32; N, 15.38. Found: C, 72.45; H, 3.25; N, 15.29%. EI-MS (70eV): m/z Calc.: 182.05; Found: 181.07 [M-H]+.
Statistics shows that 31643-49-9 is playing an increasingly important role. we look forward to future research findings about 4-Nitrophthalonitrile.
Reference:
Article; Koyun, Oezge; Goerduek, Semih; Keskin, BahadIr; Cetinkaya, Ahmet; Koca, AtIf; Avciata, Ulvi; Polyhedron; vol. 113; (2016); p. 35 – 49;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts