4136-97-4 邻羟基对氨基苯甲酸甲酯

• [1] Patent: US2004/176416, 2004, A1. Location in patent: Page/Page column 8; 9 [2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 20, p. 3597 - 3600 [3] Journal of the Chemical Society, 1949, p. 1498,1502 [4] Journal of the Chemical Society, 1949, p. 1498,1502 [5] Journal of the Chemical Society, 1949, p. 1498,1502 [6] Patent: US2014/155391, 2014, A1

合成路线 3（3. 合成：4136-97-4）

产率：93% 合成条件：at 0 - 20℃; for 6 h; Reflux 实验步骤：在0℃下向搅拌的4-氨基水杨酸（50克，326.7mmol）的甲醇（375mL）溶液中加入浓硫酸（99.7mL，1.87mmol），保持反应温度低于20℃。 将反应混合物逐渐加热至回流，6小时后反应完成后，将其冷却至冰浴温度并用氢氧化钠水溶液（10.0N，214.5mL）碱化。 过滤形成的白色沉淀，用水，乙醚洗涤，真空干燥，得到4-氨基-2-羟基苯甲酸甲酯（50.70克）。 产率：93％。 - NMR（DMSO-d6）：δ10.76（bs，1H），7.43（d，J = 8.6Hz，1H），6.13（bs，2H），6.10（dd，J = 8.6,2.0Hz） ，1H），5.99（d，J = 2.0Hz，1H），3.79（s，3H）;质谱（m / z）：168（M + H）+。 参考文献：

• [1] Patent: WO2013/42135, 2013, A1. Location in patent: Page/Page column 10; 11 [2] Patent: US2014/187581, 2014, A1. Location in patent: Paragraph 0091-0094 [3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 7, p. 1953 - 1957 [4] Patent: CN107337658, 2017, A. Location in patent: Paragraph 0039; 0040 [5] Bulletin of the Korean Chemical Society, 2010, vol. 31, # 12, p. 3860 - 3863 [6] European Journal of Medicinal Chemistry, 2016, vol. 116, p. 90 - 101 [7] Patent: WO2016/128990, 2016, A1. Location in patent: Page/Page column 25 [8] Tetrahedron, 1986, vol. 42, # 12, p. 3259 - 3268 [9] Patent: WO2007/48643, 2007, A1. Location in patent: Page/Page column 12; 26-27 [10] Tetrahedron, 2003, vol. 59, # 28, p. 5317 - 5322 [11] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 7, p. 3839 - 3847 [12] Chemistry - An Asian Journal, 2016, vol. 11, # 9, p. 1376 - 1381 [13] Patent: US2012/101157, 2012, A1. Location in patent: Page/Page column 9 [14] Organic and Biomolecular Chemistry, 2012, vol. 10, # 37, p. 7584 - 7593 [15] Patent: WO2012/149048, 2012, A1. Location in patent: Page/Page column 88; 89; 97 [16] ChemMedChem, 2013, vol. 8, # 6, p. 904 - 908 [17] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 486 - 494 [18] Tetrahedron Letters, 2007, vol. 48, # 13, p. 2353 - 2356 [19] Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 2012, vol. 90, p. 72 - 77 [20] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 6, p. 1784 - 1789 [21] Journal of Medicinal Chemistry, 2009, vol. 52, # 9, p. 3112 - 3115 [22] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 22, p. 2657 - 2662 [23] Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 12, p. 2079 - 2084 [24] ChemMedChem, 2018, vol. 13, # 2, p. 186 - 198 [25] Journal of the American Chemical Society, 1949, vol. 71, p. 3564 [26] Journal of the Chemical Society, 1949, p. 1498,1502 [27] Journal of the American Chemical Society, 1949, vol. 71, p. 3564 [28] Letters in Drug Design and Discovery, 2012, vol. 9, # 5, p. 489 - 493 [29] Patent: US2015/266828, 2015, A1. Location in patent: Paragraph 1017 [30] Patent: WO2017/11323, 2017, A1. Location in patent: Paragraph 00364-00365 [31] European Journal of Medicinal Chemistry, 2017, vol. 141, p. 188 - 196 [32] Patent: CN107540568, 2018, A. Location in patent: Paragraph 0022; 0023