4-碘-2-硝基苯胺为胺类衍生物,可用作有机试剂。
有机试剂
合成路线 1(1. 合成:20691-72-9)
产率:98%
合成条件:With sodium periodate; sulfuric acid; iodine; potassium iodide; sodium sulfite In water; acetic acid at 25℃; for 4 h;
实验步骤:一般步骤:在Na 2 SO 3存在下对苯酚(1d)进行碘化(典型程序)。 向100mL圆底烧瓶中加入3mmol苯酚在10mL乙酸中的溶液,以及KI3和Na2SO3溶液(预先通过向溶液中加入3mmol碘和3mmol Na2SO3制备) 迅速加入3毫升碘化钾在3毫升水中的溶液。 同时,加入3mmol NaIO4在5mL水中的溶液,并使用压力平衡滴液漏斗快速加入0.5mL硫酸。 将混合物在25℃下搅拌,通过TLC监测反应进程。 当反应完成时,将混合物倒入冰冷的水中,通过真空过滤分离固体产物,用去离子水洗涤两次,并干燥。
参考文献:
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合成路线 2(2. 合成:20691-72-9)
产率:68%
合成条件:With iodine In ethanol; dichloromethane; water
实验步骤:A. 4-碘-2-硝基苯胺的合成:采用Sy,W.W。(Synthetic Communications 22(22):3215-19(1992))的方法。向2-硝基苯胺(1.38g,10.0mMol,Aldrich,原样使用)在EtOH(100mL)中的溶液中加入碘(2.54g,10.0mMol,按原样使用)和Ag2SO4(3.11g,10.0mMol,按原样使用)。将混合物在室温下搅拌1小时(通过TLC监测)。通过过滤除去形成的黄色沉淀,将滤液在减压下蒸发至干,得到2.74g粗产物。将样品溶解在二氯甲烷中,用5%氢氧化钠溶液(40mL)洗涤,然后用水洗涤。将有机层用MgSO 4干燥并蒸发至干。将残余物在硅胶上进行色谱分离并用氯仿洗脱。制备型TLC(用氯仿洗脱)得到纯的4-碘-2-硝基苯胺(1.8g,68.0%),为黄色粉末。 NMR(1H,CDCl3):δ4.832(s,2H); 6.658(d,J = 8.7 Hz,1H); 7.595(dd,J1 = 1.5Hz,J2 = 8.7Hz,1H); 8.442(d,J = 1.5Hz,1H)。
参考文献:
- [1] Patent: US5514680, 1996, A