Synthesis,Thermal Stability and Impact Stability of Novel Tetranitro‐Dipyridotetraazapentalene Derivatives

The synthetic details for the construction of three new dipyridotetraazapentalene derivatives, 5H‐pyrido3″,4″:4′,5′] 1,2,3]triazolo‐ 1′,2′:1,2]1,2,3]triazolo5,4‐b]pyridin‐6‐ium inner salt ( 8 ), 5H‐pyrido3″,2″:4′,5′] 1,2,3]triazolo1′,2′:1,2] 1,2,3]triazolo5,4‐b]‐pyridin‐6‐ium inner salt ( 15 ) and 5H‐pyrido2″,3″:4′,5′] 1,2,3]‐triazolo1′,2′:1,2]1,2,3]triazolo4,5‐b]pyridin‐6‐ium inner salt ( 16 ) are presented. Nitration of ( 8 ) and ( 15 ) afforded the novel tetranitrodipyridotetraazapentalene derivatives, 2,4,8,10‐tetranitro‐5H‐pyrido3″,4″:4′,5′]1,2,3]triazolo1′,2′:1,2]1,2,3]‐triazolo5,4‐b]‐pyridin‐6‐ium inner salt ( 3 ) and 2,4,8,10‐tetranitro‐5H‐pyrido3″,2″:4′,5′]1,2,3]triazolo1′,2′:1,2]1,2,3]‐triazolo5,4‐b]‐pyridin‐6‐ium inner salt ( 4 ) in good yields. Both isomers, ( 3 ) and ( 4 ), exhibited high thermal stability (differential scanning calorimetric analysis and thermal gravimetric analysis) and were insensitive to impact (hammer/anvil test).