Synthetic Route of 50868-73-0,Some common heterocyclic compound, 50868-73-0, name is 2-Methoxy-6-methylaniline, molecular formula is C8H11NO, 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.
A solution of 2-methoxy-6-methylphenylaniline (137 mg) and diisopropylethylamine (0.38 mL) in anhydrous dichloromethane (5 mL) was added dropwise slowly to a solution of triphosgene (119 mg) in anhydrous dichloromethane (5 mL) at room temperature. After the dropwise addition was completed, a solution of 1-(2-methoxy-5-methyl-phenyl)-3-(4-piperazin-1-yl-phenyl)-urea (340 mg) obtained in Example (47a) and diisopropylethylamine (0.38 mL) in anhydrous dichloromethane (5 mL) was added dropwise slowly to the reaction mixture at room temperature. After 3 hours, the reaction mixture was concentrated and diluted with ethyl acetate and water. The deposited solid was collected by filtration, washed with hexane and ethyl acetate and dried under reduced pressure, and 361 mg (72%) of the title compound was obtained as a white powder. 1H-NMR spectrum (400MHz,DMSO-d6):delta(ppm)=9.10(1H, s), 8.07(1H, s), 7.99(1H, d, J=1.5Hz), 7.77(1H, s), 7.34(2H, d, J=8.6Hz), 7.10(1H, dd, J=7.9 and 7.9Hz), 6.96(2H, d, J=9.0Hz), 6.96(1H, d, J=9Hz), 6.88(1H, dd, J=7.4 and 7.4Hz), 6.82(1H, dd, J=8.4 and 8.4Hz), 6.72(1H, d, J=8.2Hz), 3.84(3H, s), 3.73(3H, s), 3.59(4H, t, J=4.1Hz), 3.07(4H, t, J=5.1Hz), 2.23(3H, s), 2.12(3H, s). MS(FAB) m/z:504 (M + H)+. Melting point: 200-203C.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methoxy-6-methylaniline, its application will become more common.