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.
To a 500 mL three-neck rounde-bottom flask was added resorcinol (16.52 g, 0.15 mol), 4-nitrophthalonitrile (51.94 g, 0.30 mol) and 180 mL DMSO. During the course of the reaction, the K2CO3 (62.19 g, 0.45 mol) was added in three portions at an interval of 20 min. Then the resulting mixture was heated at 40 C for 12 h under nitrogen. After cooling, the product mixture was poured into water. The light yellow filtrate was collected by suction filtration and washed with large amount of water until the filtrate was neutral. The crude product (42.0 g) was purified by rinsing with CH2Cl2 in Buchner funnel and suction flask, and the filtrate was then dried by evaporation under a vacuum at 80 C for 5 h to remove CH2Cl2. The yellow-white powder was obtained in 68.7 wt% yield (28.9 g), m. p. peak at 183 C (sharp) (DSC) at a heat rate of 10 C/min. FTIR (KBr), 2232 (C?N), 1284 (Ar-O-Ar), 1248 (Ar-O-Ar). 1H NMR (400 MHz, DMSO-d6): 8.14-8.11 (d, 2H; Ar H), 7.92 (s, 2H; Ar H), 7.63-7.53 (m, 3H; Ar H), 7.15-7.12 (m, 3H; Ar H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Yuan, Ping; Ji, Suchun; Hu, Jianghuai; Hu, Xueping; Zeng, Ke; Yang, Gang; Polymer; vol. 102; (2016); p. 266 – 280;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts