Application of 40872-87-5,Some common heterocyclic compound, 40872-87-5, name is Methyl 3-amino-4-chlorobenzoate, molecular formula is C8H8ClNO2, 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.
To a mixture of methyl 3-amino-4-chlorobenzoate (10 g, 54 mmol) and aqueous HC1 solution (12 M, 15 mL) in water (80 mL) at 0 C was added dropwise a solution of NaNO2 (4.5 g, 60 mmol) in water (18 mL) at 0 C. The reaction was stirred for 30 mm at 0 C and then added dropwise to a sluny of CuCN (4.9 g, 54 mmol) and KCN (6.0 g, 92 mmol) in water (40 mL), while maintaining the temperature between 5-10 C. The reaction mixture was stined at 10 C for 30 mm and then heated at 80 C for 1 h. After cooling, the mixture was extracted with DCM. The organic layer was washed with brine, dried over Na2504 and then concentrated to afford the title compound. MS: m/z = 196.0 (M + 1). ?H NMR (400 MHz, CDC13) oe 8.34 (d, J 2.0 Hz, 1H), 8.17-8.20 (m, 1H), 7.61 (d,J= 8.4 Hz, 1H), 3.96 (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 Methyl 3-amino-4-chlorobenzoate, its application will become more common.
Reference:
Patent; MERCK SHARP & DOHME CORP.; STUMP, Craig A.; CHEN, Yi Heng; LIU, Ping; MENG, Dongfang; WU, Jane; LI, Chun Sing; QI, Zhiqi; (163 pag.)WO2016/161572; (2016); A1;,
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