Reactions of Benzotriazolo (2,1-alpha)benzotriazole Derivatives. I. Synthesis ofNew Insensitive High Density Energetic Compounds

摘要

The sequential preference of electrophilic attack on the dibenzotetraazapentalenering system 6 has unequivocally been shown to be in the order of position 2(8) > 4(10) >> 1(7) and 3(9). However, nucleophilic substitution reactions with sodium azide were found to be substrate dependent. Substitution occurred at the 3(9)-position of 9 followed by elimination of hydrogen chloride to give 10 while direct substitution of azide for the 4(10)-nitro group of 2 was found to yield 13. The reactivity of the dibenzotetraazapentalene derivatives toward electrophiles and nucleophiles was exploited for the synthesis of the new