4-氯-3-硝基喹啉用作有机合成、医药中间体。
有机合成; 医药
合成路线 1（1. 合成：39061-97-7）
产率：93%
合成条件：With thionyl chloride In dichloromethane; N,N-dimethyl-formamideReflux; Cooling with ice
实验步骤：将中间体3-硝基-4-羟基喹啉70（18.7g，98.4mmol）悬浮在二氯甲烷（150mL）中。 加入亚硫酰氯（17.2mL，236mmol）和N，N-二甲基甲酰胺（9.2mL，118mmol）。 然后将反应混合物加热回流过夜。 然后将反应混合物倒入冰中。 分离各层，有机层用NaHCO 3溶液，水和盐水洗涤。 将有机层用Na 2 SO 4干燥，过滤并真空浓缩。 将残余物（20.52g，产率93％）不经任何进一步纯化用于下一步骤。 4 - （（3-硝基喹啉-4-基氨基）甲基）苯甲酸甲酯：
参考文献：
- [1] Patent: EP2674170, 2013, A1. Location in patent: Paragraph 0228 [2] Patent: US2014/141033, 2014, A1. Location in patent: Page/Page column [3] Journal of Medicinal Chemistry, 1991, vol. 34, # 3, p. 1202 - 1206 [4] Journal of Medicinal Chemistry, 2006, vol. 49, # 11, p. 3354 - 3361 [5] Patent: WO2007/89507, 2007, A1. Location in patent: Page/Page column 20-21 [6] RSC Advances, 2016, vol. 6, # 81, p. 77717 - 77734 [7] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 8, p. 2211 - 2214 [8] Journal of the Chemical Society, 1948, p. 1284,1290 [9] Journal of the American Chemical Society, 1951, vol. 73, p. 2413,2414 [10] Yakugaku Zasshi, 1952, vol. 72, p. 767,770 [11] Chem.Abstr., 1954, p. 2711 [12] Journal of the American Chemical Society, 1947, vol. 69, p. 365,370 [13] Yakugaku Zasshi, 1952, vol. 72, p. 1109 [14] Chem.Abstr., 1953, p. 6946 [15] Pharmaceutical Bulletin, 1957, vol. 5, p. 56,60 [16] Journal of Medicinal Chemistry, 1989, vol. 32, # 11, p. 2474 - 2485 [17] Journal of Medicinal Chemistry, 2005, vol. 48, # 10, p. 3481 - 3491 [18] Patent: WO2003/97641, 2003, A2. Location in patent: Page/Page column 51 [19] Patent: WO2005/18551, 2005, A2. Location in patent: Page/Page column 206-207 [20] Patent: US6348462, 2002, B1. Location in patent: Page column 21 [21] Patent: US6348462, 2002, B1. Location in patent: Page column 34 [22] Patent: US2011/136801, 2011, A1. Location in patent: Page/Page column 21 [23] Patent: WO2014/120995, 2014, A2. Location in patent: Page/Page column 173 [24] Patent: JP5837549, 2015, B2. Location in patent: Paragraph 0101 [25] Patent: WO2017/184735, 2017, A1. Location in patent: Page/Page column 63; 64 [26] Patent: CN108003153, 2018, A. Location in patent: Paragraph 0064; 0070 [27] Patent: WO2005/18551, 2005, A2. Location in patent: Page/Page column 206-207
