Electric Literature of 50670-64-9,Some common heterocyclic compound, 50670-64-9, name is 5-Amino-2-methylbenzonitrile, molecular formula is C8H8N2, 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.
General procedure: To a stirred solution of 3-((4-(1,8-naphthyridin-2-yl)phenoxy)methyl)benzoic acid (8) (100 mg, 0.28 mmol)in dimethyl formamide (2 mL), tetrahydrofuran (2 mL)was added corresponding anilines R-NH2 (9a-9k) (0.42mmol), 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (0.42 mmol) and 4-dimethylaminopyridine(0.02 mmol) at room temperature and stirred at room temperature for 16 h. The reaction mixture was poured into ice water (4 mL) and extracted with ethyl acetate (3× 5 mL). The combined organic layers were washed with water (5 mL) followed by brine solution (5 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure, crude material was washed with 50% of dichloromethane in pet ether to afford the pure compounds(10a-10k). Yields of the products varied between 40 and 75%.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Amino-2-methylbenzonitrile, its application will become more common.