Adding a certain compound to certain chemical reactions, such as: 6942-37-6, name is Methyl 5-amino-2-bromobenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 6942-37-6, name: Methyl 5-amino-2-bromobenzoate
To a mixture of methyl5-amino-2-bromobenzoate 4a (0.436 g, 1.90 mmol), 2-bromoisobutyric acid 2b (0.479 g, 2.87 mmol) andanhydrous 2-PrOH (4.5 mL) was added Et3N (1.07 mL, 7.68 mmol), and the mixture was stirred for 19 hat 50 C. When the reaction was completed, the reaction mixture was evaporated under vacuum pressure.Water (30 mL) and 1M HCl (5 mL) were added and extracted with AcOEt (15 mL¡Á2). The combinedorganic layer was washed with brine and dried over anhydrous Na2SO4. After filtration, the organicsolution was concentrated to dryness under reduced pressure. The residue was was purified by columnchromatography to afford 9c as a pale yellow solution (0.407 g, 68%). 1H NMR (DMSO-d6, 400 MHz) delta:1.42 (s, 6H), 3.81 (s, 3H), 6.54 (dd, J = 8.8, 3.3 Hz, 1H), 6.88 (d, J = 3.3 Hz, 1H), 7.36 (d, J = 8.8 Hz, 1H),12.47 (s, 1H); 13C NMR (DMSO-d6, 100 MHz) delta: 25.52, 52.36, 56.04, 104.54, 115.26, 117.54, 132.11,133.83, 146.09, 166.57, 176.74; IR (KBr) cm-1: 1032, 1154, 1254, 1334, 1437, 1474, 1601, 1725, 2949,2991, 3388; HRMS (EI): calcd for C12H14BrNO4 [M+]: 315.0106. Found; 315.0090.
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Reference:
Article; Kudo, Kazuhiro; Honda, Takahiro; Yamamoto, Noriyoshi; Heterocycles; vol. 91; 8; (2015); p. 1591 – 1602;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics