50907-23-8 5-(4-溴苯基)-1H-四唑

危险性质：非危险化学品

化学合成。

化学合成

合成路线 1（1. 合成：50907-23-8）

产率：95% 合成条件：With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In 5,5-dimethyl-1,3-cyclohexadiene for 4 h; Reflux; Green chemistry 实验步骤：通用方法：将DPPA（0.15mmol）和DBU（0.30mmol）加入到适当的醛肟（0.10mmol）的二甲苯（0.5mL）溶液中。 在回流下搅拌2-16小时后，将混合物冷却至室温。 坐着 加入NaHCO 3水溶液（2.0mL）。 搅拌5分钟后，将混合物用水（20mL）稀释。 然后用EtOAc（25mL）洗涤水层，用1N HCl水溶液酸化至pH2。用EtOAc（2×30mL）萃取水层，用盐水（30mL）洗涤合并的有机萃取物。 用Na 2 SO 4干燥。 真空浓缩溶剂，然后在短柱（硅胶，EtOAc-正己烷，1：1至3：1）上纯化残余物，得到所需的四唑。 参考文献：

• [1] Synthesis (Germany), 2018, vol. 50, # 6, p. 1293 - 1300 [2] Synlett, 2016, vol. 27, # 8, p. 1241 - 1244 [3] Synlett, 2016, vol. 27, # 15, p. 2225 - 2228 [4] Tetrahedron Letters, 2016, vol. 57, # 5, p. 523 - 524

合成路线 2（2. 合成：50907-23-8）

产率：98% 合成条件：With sodium azide; ammonium cerium (IV) nitrate In N,N-dimethyl-formamide at 110℃; for 6 h; Inert atmosphere; Green chemistry 实验步骤：通用方法：将sodiumazide（1.5mmol）加入磁力搅拌的腈1a（1mmol）的无水DMF溶液中，加入CAN（10mmol％）。 将反应混合物在110℃和氮气氛下不断搅拌另外6小时。 通过TLC观察反应完成后，将反应混合物升至室温并真空蒸发溶剂。 将由此获得的粗产物溶解在乙酸乙酯（20mL）中，并用酸化水（4M HCl，15mL）洗涤溶液两次。将分离的有机层用盐水溶液洗涤，用无水Na 2 SO 4干燥，并在高真空下除去溶剂。 获得作为白色结晶固体的四唑1b，产率为97％。 参考文献：

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