2-碘-4-甲基苯胺是重要的有机合成中间体，广泛应用于医药和农药领域的有机合成反应中，可用于构建含碘芳香胺结构的药物分子或农药活性成分。
医药; 农药
合成路线 1（1. 合成：29289-13-2）
产率：95%
合成条件：With iodine; sodium hydrogencarbonate In dichloromethane; water at 20℃;
实验步骤：步骤1：2-碘-4-甲基苯胺的制备向4-甲基苯胺（53.5g，500mmol）的DCM（200mL）溶液中加入NaHCO 3（50.4g）的水（500mL）溶液， 然后加入I2（127克）。 将混合物在室温下搅拌过夜。 将混合物用NaHSO 3水溶液处理，并用DCM萃取。 将合并的有机层用盐水洗涤，用Na 2 SO 4干燥，然后真空浓缩，得到棕色油状产物（110g，收率95％）。 1H NMR（300MHz，CDCl3）：δ7.48（dd，J = 1.8和0.6Hz，1H），6.96（dd，J = 8.1和1.8Hz，1H），6.67（d，J = 8.1Hz，1H）， 3.98（bs，2H），2.22（s，3H）ppm。
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合成路线 2（2. 合成：29289-13-2）
产率：67%
合成条件：Stage #1: With water; sodium nitrite In neat (no solvent) at 20℃; Stage #2: With potassium iodide In neat (no solvent) at 20℃;
实验步骤：一般步骤：用研杵在研钵中研磨均化芳香胺（1mmol），纳米磁性磺酸（c-Fe2O3-SO3H）（0.65g），NaNO2（2mmol，0.138g）和0.2mL H2O。 几分钟。 一加入H 2 O，就观察到红褐色的形成。 重氮化反应进行约5-30分钟。 接下来，将KI（2.5mmol，0.415g）加入重氮盐中并继续研磨10-20分钟。 反应完成后，将混合物用EtOAc（5mL）研磨。 使用磁棒将c-Fe2O3-SO3K与溶液分离。 将有机层用10％Na 2 SO 3水溶液（15mL）处理，然后经无水Na 2 SO 4干燥。蒸发溶剂后，得到粗产物。 通过从乙醇中重结晶或通过快速色谱法（正己烷-EtOAc，95：5）获得纯化的产物。
参考文献：
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