Synthetic Route of 59557-91-4,Some common heterocyclic compound, 59557-91-4, name is 4-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.
4-Bromo-2-methoxyaniline (50.0 g, 247 mmol) was added to a mixture of sodium 3- nitrobenzenesulfonate (86.8 g, 385 mmol) and propane-1 ,2,3-triol (108 g, 1 .18 mol) in cone. H2SO4 (97 ml.) and water (75.7 ml.) at 0 C over a period of 30 min under nitrogen. After stirring at 120 C for 24 h and then cooling to RT, the reaction mixture was quenched slowly with 2M NaOH (1 L). The aq. solution was extracted with EtOAc (3 x 500 ml_). The combined organic phases were dried over Na2S04, filtered and concentrated to afford 6-bromo-8- methoxyquinoline (Intermediate 49, 60.0 g, 100%); M/Z (ES+), [M+H]+= 237.1H NMR (300 MHz, DMSO-ofe) delta 3.99 (s, 3H), 7.30 (d, 1 H), 7.58-7.60 (m, 1 H), 7.79 (s, 1 H), 8.28 (dd, 1 H), 8.86 (dd, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-methoxyaniline, its application will become more common.
Reference:
Patent; ASTRAZENECA AB; PACKER, Martin, John; PERKINS, David, Robert; SWALLOW, Steven; HIRD, Alexander; YE, Qing; PENG, Bo; ZHENG, Xiaolan; JOHANNES, Jeffrey; MLYNARSKI, Scott; LAMB, Michelle; HUYNH, Hoan; ROBBINS, Daniel, William; (182 pag.)WO2018/178226; (2018); A1;,
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