Application of 134-20-3, These common heterocyclic compound, 134-20-3, name is Methyl 2-aminobenzoate, its 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 round bottom flask was added CuBr2 (33 mmol, 7.40 g), EtOH (250 mL) and 14a (66 mmol, 10.00 g). The mixture was stirred at 35C for 2 h. Then, another portion of CuBr2 (33 mmol, 7.40 g) was added, and the mixture was continuously stirred for 1 h at 35C before being heated at reflux. After the completion of the reaction, the mixture was cooled to room temperature, and the solvent was removed under reduced pressure. To the residue was added ammonia hydroxide (170 mL, 25% w/v) with vigorous stirring. After being stirred for 3 h at room temperature, the mixture was filtered and washed with ammonia hydroxide (5 mL ¡Á3) and water (20 mL ¡Á5). The filter cake was recrystallized with MeOH (25 mL) to produce 14bb in 95% yield as white solid. Methyl 2-amino-3,5-dibromobenzoate (14bb) White solid, mp 89.9-91.6 C, 95% yield. 1H NMR (CDCl3) delta 8.00 (d, J = 2.1 Hz, 1H), 7.71 (d, J = 2.1 Hz, 1H), 6.38 (s, 2H), 3.91 (s, 3H). 13C NMR (CDCl3) delta 167.0, 146.6, 139.1, 133.1, 112.6, 111.1, 106.5, 52.2. MS (ESI): m/z calcd for C8H8Br2NO2: 307.9 [M+H]+; found: 308.1 (79Br, 79Br, 30%), 310.1 (79Br, 81Br 100%), 312.1 (81Br, 81Br 30%).
Statistics shows that Methyl 2-aminobenzoate is playing an increasingly important role. we look forward to future research findings about 134-20-3.
Reference:
Article; Zhao, Hong-Yi; Yang, Xue-Yan; Lei, Hao; Xin, Minhang; Zhang, San-Qi; Synthetic Communications; vol. 49; 11; (2019); p. 1406 – 1415;,
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