We report herein a process safety assessment of the iron-catalyzed direct olefin diazidation for the preparation of a broad range of synthetically valuable vicinal primary diamines. Differential scanning calorimetry analysis of the corresponding reagents, intermediates, and a list of representative diazide/diaminium salt products revealed that all of them are thermal stable at the reaction temperature. The drop weight test of the diazides suggested that they are moderately impact-sensitive. Guided by this assessment, an optimized olefin diazidation/diamination procedure has been developed which allows for the gram-scale diaminium salt synthesis without purification of the diazide intermediate.

中文翻译：

---

铁催化直接烯烃二叠氮化用于方便合成邻位伯二胺的过程安全性评估

我们在此报告了铁催化的直接烯烃二叠氮化用于制备范围广泛的合成有价值的邻位伯二胺的工艺安全性评估。对相应的试剂，中间体和代表性的叠氮化物/二铵盐产物的列表的差示扫描量热分析表明，它们全部在反应温度下是热稳定的。叠氮化物的落锤重量测试表明它们是中等冲击敏感的。在该评估的指导下，已开发出优化的烯烃重氮化/胺化方法，该方法无需合成重氮中间体即可进行克级二铵盐的合成。