5-溴-2-甲基-3-硝基苯甲酸甲酯主要用于医药和农药领域,具体用途需参考相关专利文献。
医药; 农药
合成路线 1(1. 合成:220514-28-3)
产率:95%
合成条件:Reflux
实验步骤:制备5-溴-2-甲基-3-硝基苯甲酸甲酯('2-2,5-溴-2-甲基-3-硝基苯甲酸的混合物('2-1(21.2g,81.5mmol)in 将SOC12(100mL)加热至回流直至混合物变澄清(约1.5小时)。将反应混合物冷却并真空浓缩。将残余物分批加入250mL MeOH中。将所得混合物在回流下搅拌过夜。 将反应混合物冷却并浓缩,将残余物溶于300mL hA中,依次用饱和NaHCO3水溶液和盐水洗涤,用MgSO4干燥,浓缩,残余物经色谱纯化(硅胶,PE:EA(20) :1,v:v)),得到化合物C2-2,为浅黄色固体(21.2g,收率:95%)。
参考文献:
- [1] Patent: WO2014/18866, 2014, A1. Location in patent: Paragraph 00181; 00183 [2] Patent: US2018/265517, 2018, A1. Location in patent: Paragraph 0318-0321 [3] Patent: US2017/8904, 2017, A1. Location in patent: Paragraph 0422; 0424 [4] Patent: US2018/177750, 2018, A1. Location in patent: Paragraph 1235-1239 [5] Patent: CN105481790, 2016, A. Location in patent: Paragraph 0198; 0199; 0200; 0204
合成路线 2(2. 合成:220514-28-3)
产率:100%
合成条件:With sodium carbonate In N,N-dimethyl-formamide at 60℃; for 8 h;
实验步骤:向搅拌的5-溴-2-甲基-3-硝基苯甲酸(7.28g,28.0mmol)的DMF(100mL)溶液中加入碳酸钠(11.9g,112mmol)和甲基碘(15.9g,112mmol)。)。 将反应混合物在60℃下搅拌8小时。 反应完成后,过滤反应混合物并用乙酸乙酯洗涤。 合并的滤液用水洗涤,水相用乙酸乙酯再萃取。 合并的有机层用无水硫酸钠干燥,过滤并减压浓缩,得到标题化合物,为固体。 (7.74g,定量收率)。 1H-NMR(400MHz,CDCl3)δ(ppm); 8.17(s,1H),7.91(s,1H),3.96(s,3H),2.59(s,3H)。
参考文献:
- [1] Patent: US2014/107122, 2014, A1. Location in patent: Paragraph 0159; 0160 [2] Patent: WO2012/142513, 2012, A1. Location in patent: Page/Page column 261 [3] Patent: WO2014/100665, 2014, A1. Location in patent: Paragraph 0552; 0553 [4] Patent: WO2015/200650, 2015, A1. Location in patent: Paragraph 0655; 0658-0659 [5] Patent: WO2013/155317, 2013, A1. Location in patent: Page/Page column 45 [6] Patent: WO2013/155464, 2013, A1. Location in patent: Paragraph 0325; 0326 [7] Patent: WO2015/57859, 2015, A1. Location in patent: Paragraph 085 [8] Patent: WO2015/104677, 2015, A1. Location in patent: Page/Page column 56 [9] Patent: WO2012/118812, 2012, A2. Location in patent: Page/Page column 311-312 [10] Patent: CN105037360, 2016, B. Location in patent: Paragraph 0202; 0203; 0204 [11] Patent: WO2007/102883, 2007, A2. Location in patent: Page/Page column 19; 35 [12] Patent: US2012/264734, 2012, A1. Location in patent: Page/Page column 101 [13] Patent: WO2015/110999, 2015, A1. Location in patent: Page/Page column 64