主要用于化学合成领域,具体应用场景未在提供的信息中进一步明确。
化学合成
合成路线 1(29182-42-1)
- 步骤: 向邻氨基苯硫酚(5g,39.9mmol)的混合物中加入氰基乙酸乙酯(4.25ml,39.9mmol)。在搅拌下于120℃反应3小时,减压浓缩,得到8g 2-(2-苯并噻唑)乙酸乙酯,棕色油状物,收率90%。
参考文献:[1] Patent: CN104177379, 2016, B. Location in patent: Paragraph 0050; 0052; 0053 [2] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 5, p. 1461 - 1462 [3] Patent: US2007/32652, 2007, A1. Location in patent: Page/Page column 20-21 [4] Patent: US2011/112086, 2011, A1. Location in patent: Page/Page column 16 [5] Journal of the American Chemical Society, 2010, vol. 132, # 4, p. 1276 - 1288 [6] Patent: WO2016/51193, 2016, A1. Location in patent: Paragraph 00388; 00389; 00390 [7] Journal of Organic Chemistry, 2002, vol. 67, # 16, p. 5753 - 5772 [8] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 2, p. 866 - 876
合成路线 2(29182-42-1)
- 步骤: 2-氨基苯硫醇(5.34mL,50mmol)和3-乙氧基-3-亚氨基丙酸盐酸盐的混合物(9.75g)将50mmol的EtOH(50mL)溶液在70℃加热16小时。将混合物在EtOAc(200mL)和水(200mL)中分配。将有机层用盐水洗涤,经MgSO₄干燥,过滤并浓缩。通过硅胶柱色谱法(10%EtOAc /己烷)纯化残余物,得到标题化合物(6.0g,54%),为黄色油状物。MS m/z 222.1 [M + H]⁺; ¹H NMR(500MHz,DMSO-6):δ8.05(1H,d,J = 8.1Hz),7.91(1H,d,J = 8.0Hz),7.51(1H,t,J = 8Hz),7.43(1H,t,J = 8Hz),4.28(2H,q,J = 7.2Hz),4.22(2H,s),1.33(3H,t,J = 7.1Hz)。
参考文献:[1] Russian Journal of General Chemistry, 2001, vol. 71, # 7, p. 1076 - 1087 [2] Patent: WO2013/101974, 2013, A1. Location in patent: Paragraph 00574; 00575; 00576; 00577 [3] Journal of Medicinal Chemistry, 2016, vol. 59, # 13, p. 6070 - 6085 [4] Patent: US9617268, 2017, B2. Location in patent: Page/Page column 319