Abstract A calculation using the DFT method confirmed that the extraordinary stability of the triazenes formed by an azo coupling reaction of 5-nitrobenzo [c]-1, 2-thiazole-3-diazonium with primary or secondary aromatic amines is caused by the fact that these substances are protonated at the heterocyclic nitrogen atom and not at the nitrogen atom of the triazene grouping–N= N–N (R) Ar. Stable triazenes are also formed by reaction of 5-nitrobenzo [c]- ...