5-溴-2-氟苯胺用作有机、医药中间体;也可用作分析试剂、中和剂、生物碱浸出剂,用于某些元素(如铜、镍)的检定和测定,可沉淀各种元素的氢氧化物,还用于制备铵化合物和洗涤剂。
有机中间体; 医药中间体; 分析试剂; 中和剂; 生物碱浸出剂; 元素检定与测定; 氢氧化物沉淀剂; 铵化合物制备; 洗涤剂
合成路线1
- 原料:5-溴-2-氟硝基苯(698g)、铁粉(711g)、饱和氯化铵水溶液(2.0L)、95%乙醇(0.90L)
- 步骤:将5-溴-2-氟硝基苯溶于95%乙醇中,加入铁粉与饱和氯化铵水溶液的混合体系;70℃搅拌24小时(HPLC监测反应完全);冷却至室温,硅藻土过滤,滤液减压浓缩;残余物用乙酸乙酯(2L)和水(2L)液-液萃取,水相再用乙酸乙酯(1L)萃取;合并有机相,水(1L)洗涤,无水硫酸镁干燥,过滤后减压浓缩;高真空处理5小时除残留乙酸乙酯,得545.76g产物。
- 条件:70℃,24小时,乙醇-水混合溶剂体系,铁粉-氯化铵还原体系
- 收率:91%
- 参考文献:[1] Patent: WO2006/48761, 2006, A2. Location in patent: Page/Page column 32; [2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, #19, p. 4337-4341; [3] Patent: WO2005/94822, 2005, A1. Location in patent: Page/Page column 44; [4] Patent: WO2004/52847, 2004, A2. Location in patent: Page 171; [5] Patent: CN104530107, 2016, B. Location in patent: Paragraph 0022; [6] Patent: WO2003/99824, 2003, A1. Location in patent: Page 27; [7] Patent: WO2003/99275, 2003, A1. Location in patent: Page 58; [8] Patent: WO2014/418, 2014, A1. Location in patent: Page/Page column 58; [9] Journal of Organic Chemistry, 1956, vol. 21, p. 28,29; [10] Helvetica Chimica Acta, 1983, vol. 66, #1, p. 68-75; [11] Journal of Medicinal Chemistry, 2004, vol. 47, #26, p. 6603-6608; [12] Patent: US2008/51395, 2008, A1. Location in patent: Page/Page column 96; 112; [13] Patent: EP1382603, 2004, A1. Location in patent: Page 167; 168; [14] Patent: US2009/149456, 2009, A1. Location in patent: Page/Page column 55; 80; [15] Patent: US2015/197511, 2015, A1. Location in patent: Paragraph 0282; 0283