Some common heterocyclic compound, 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, molecular formula is C8H6N2O2, 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. name: 3-Methyl-4-nitrobenzonitrile
4-cyano-3- methylnitrobenzene, 264 (1.5 g, 9.25 mmols) was suspended in 20 ml of water, sodium azide (0.661 g, 10.18 mmols) and zinc bromide (2.08 g, 9.25 mmols) were added. The reaction mixture was refluxed for 24 h with vigorous stirring. 15 ml of 3N HC1 and ethyl acetate (50 ml) were added, vigorous stirring was continued until no solid was present and the aqueous layer had a pH of 1. Phases were separated and the aqueous layer extracted with EtOAc (2 x 50 ml). The combined organic layers were evaporated under vacuum. The residue was dissolved in 100 ml of 0.25 N NaOH, and the mixture stirred for 30 min, until the original precipitate dissolved and a suspension of zinc hydroxide formed. The suspension was filtered, and the solid washed with 10 ml of 1 N NaOH. The filtrate was treated with 20 ml of 3 N HC1; the precipitated tetrazole was filtered, washed with 3 N HC1 (2 x 20 ml) and dried under vacuum. Yield 1.6 g (84 %). 1 H NMR (400 MHz, CDCl3) d 8.02 (d, 7 = 8.3 Hz, 1H), 7.68 (s, 1H), 2.63 (s, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 96784-54-2, its application will become more common.
Reference:
Patent; ELEX BIOTECH, INC.; THAINASHMUTHU, Josephrajan; SIBRIAN-VAZQUEZ, Martha; BOATMAN, Douglas; (129 pag.)WO2019/191502; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts