Synthesis of Carbamoyl Azides and 1-Substituted Tetrazol-5-ones from Isocyanates and NaN3 in the Presence of ZnCl2

Isocyanates readily reacts with NaN3 in the presence of ZnCl2 in organic solvents to form the corresponding carbamoyl azides. The formation of carbamoyl azides completed in 5-10 min at room temperature, which prevent the risk of release of hydrogen azide. The obtained carbamoyl azides without isolation can be used for the preparation of 1-substituted tetrazol-5-ones.

Automated summary

Carbamoyl azides can be formed by the reaction of isocyanates with NaN3 in the presence of ZnCl2 in organic solvents. The formation of carbamoyl azides is completed within 5-10 minutes at room temperature, preventing the release of hydrogen azide. The obtained carbamoyl azides can be used for the synthesis of 1-substituted tetrazol-5-ones without isolation.