31643-49-9, Name is 4-Nitrophthalonitrile, 31643-49-9, 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.
This synthesis is a modified version of the method described previously [24] and [25]. 4-Nitrophthalonitrile (8.7 g, 50 mmol) and an excess of 3-hydroxypyridine (1) (7.13 g, 75 mmol) were dissolved in 100 mL of dry DMSO under inert gas. A portion of dry potassium carbonate (13.8 g, 100 mmol) was added. After 48 h stirring at room temperature next portion of potassium carbonate was added (10 g, 72 mmol). After 72 h the mixture was poured to 500 mL of water. Precipitate was washed thoroughly with water. The isolated and dried product was dissolved in hot ethanol and active charcoal was added. After filtration ethanol solution was poured into water. Precipitate was filtered, washed with water and dried. Chromatography on silica gel with CH2Cl2 afforded solid product that was dissolved in Ac and slowly poured to water. The white crystals of high purity were obtained. Yield 8.73 g (80%). M = 221.22 g mol-1, C13H7N3O. IR (KBr): nu, cm-1 = 3107, 3070, 3039, 2228 (CN), 1596, 1574, 1566, 1487, 1424, 1314, 1280 (Ar-O-Ar), 1253 (Ar-O-Ar), 1216, 1084, 1025, 956, 892, 854, 820, 706, 615, 527. 1H NMR (200 MHz, DMSO-d6): delta = 8.52 (m, 1H), 8.40 (s, 1H), 8.12 (d, 1H), 7.9 (dd, 1H), 7.71 (m, 1H), 7.54 (m, 1H), 7.49 (dd, 1H). EI-MS (200 C, 70 eV): m/z 221 [M]+, 127 [M+ – C5H4NO], 78 [C5H4N]+.
Statistics shows that 4-Nitrophthalonitrile is playing an increasingly important role. we look forward to future research findings about 31643-49-9.
Reference:
Article; Mantareva, Vanya; Angelov, Ivan; Kussovski, Veselin; Dimitrov, Roumen; Lapok, Lukasz; Woehrle, Dieter; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4430 – 4440;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts