Some common heterocyclic compound, 6587-24-2, name is Methyl 2-cyanobenzoate, molecular formula is C9H7NO2, 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. category: nitriles-buliding-blocks
Methyl 2-cyanobenzoate 1 (16.10 g, 100 mmol) was dissolved with stirring in a freshly prepared solution of sodium methoxide in dry MeOH (120 mL) obtained by dissolving sodium metal (0.46 g, 20 mmol). Dry ammonia gas was bubbled with stirring through the obtained solution for 1h at 0 C. Further, ammonia gas was bubbled for an additional 2 h while heating. After standing the mixture in refrigerator overnight the resulting crystals of 3-amino-1H-isoindol-1-one 2a were filtered, washed with cold MeOH (25 mL) and dried in air. Filtrate was evaporated to 50 mL volume and cooled in refrigerator. Crystalline precipitate was filtered, washed with cold MeOH (10 mL), and dried in air to provide additional amount of title compound 2a; colorless crystals (12.85 g, 88 %), mp 203-204 C (Lit. 203-204 C [3]).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6587-24-2, its application will become more common.
Reference:
Article; Tkachuk, Volodymyr; Merkulova, Vladyslava; Omelchenko; Arrault, Axelle; Hordiyenko, Olga; Tetrahedron Letters; vol. 60; 30; (2019); p. 1959 – 1963;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts