Synthesis of Amino, Azido, Nitro, and Nitrogen‐Rich Azole‐Substituted Derivatives of 1 H ‐Benzotriazole for High‐Energy Materials Applications

The amino, azido, nitro, and nitrogen‐rich azole substituted derivatives of 1 H ‐benzotriazole have been synthesized for energetic material applications. The synthesized compounds were fully characterized by 1 H and 13 C NMR spectroscopy, IR, MS, and elemental analysis. 5‐Chloro‐4‐nitro‐1 H ‐benzo[1,2,3]triazole ( 2 ) and 5‐azido‐4,6‐dinitro‐1 H ‐benzo[1,2,3]triazole ( 7 ) crystallize in the Pca 2 1 (orthorhombic) and P 2 1 / c (monoclinic) space group, respectively, as determined by single‐crystal X‐ray diffraction. Their densities are 1.71 and 1.77 g cm −3 , respectively. The calculated densities of the other compounds range between 1.61 and 1.98 g cm −3 . The detonation velocity ( D ) values calculated for these synthesized compounds range from 5.45 to 8.06 km s −1 , and the detonation pressure ( P ) ranges from 12.35 to 28 GPa.