Synthesis of HNIW from Tetraacetyldibenzylhexaazaisowurtzitane

Nitrosolysis with debenzylation of tetraacetyldibenzylhexaazaisowurtzitane(Ⅰ) gave tetraacetyldinitrosohexaazaisowurtzitane(Ⅱ),which was then oxidized by 100% nitric acid to give tetraacetyldinitrohexaazaisowurtzitane(Ⅲ) in 93.0% yield.Both reactions were achieved at room temperature.Ⅲ was nitrated at 85 ℃ with a mixture of conc.sulfuric acid and fuming nitric acid for 50 min to give hexanitrohexaazaisowurtzitane(Ⅳ) in 95.1% yield and of 98.80% purity.Ⅳ was also prepared directly from Ⅱ under the optimized reaction conditions of 90 ℃,60 min and 14 mL nitrating agent for 1.2 g Ⅱ with the yield of 96.1% and purity of 98.87%.The synthesized compounds were characterized by FTIR,~1HNMR and elementary analysis.The precursors Ⅱ and Ⅲ contain only nitroso and acetyl group,therefore they are easily nitrated to form the target compound Ⅳ under mild conditions in short time,and it is easy to separate the product from acetic acid and nitrating agents in the mother solution.