Study On The Synthesis Of 3,4-Diaminofuraza And Its Derivates

As an energetic nitrogen heterocyclic group, furazan ring features high formation enthalpy, fine thermal stability and acetive-oxygen-bearing cycle. And the high-nitrogen energetic compounds as a structural unit of furazan ring have been caught much attention.Two convenient methods for the preparation of 3,4-diaminofurazan (DAF) were described. The results indicated that DAF can be obtained at about 1 atm pressure from the diaminogloxime (DAG) starting from the amination of glyoxal, and the other method is that DAF can be prepared from glyoxal with other raw materials by only one step. The yield of DAF by two-step is lower than the yield of DAF by one-pot method.DAF was oxidized using the mixture of hydrogen peroxide, sodium tungstate and methanesulfonic acid (H2O2/CH3SO3H/Na2WO4) to 3-amino-4-nitrofurazan (ANF). Treatment of ANF with potassium permanganate and concentrated hydrochloric acid afforded 3,3'-dinitro-4,4'-azofurazan (DNAzF). The reaction steps of DAF by one-pot method, ANF, and DNAzF were studied systemly. The optimum reaction conditions were determinated. The yield of them were 45.8%,53.2%, 35.4%, and the total yield of DNAzF was 8.6%. All the products were characterized by 1H-NMR, FT-IR, MS and elemental analysis.Using DAF as starting materials, and potassium permanganate as oxidation reagent, diaminoazofurazan (DAAF) was obtained, and the yield of DAAF was 48.2% in the article. Using tetrabutylammonium bromide as phase-transfer catalysis, and lead tetracetate as oxidation reagent, macrocyclic compound of 3,4:7,8:11,12:15,16-tetrafurazan-1,5,9,13-tetrazocyclohexadecane(TATF)was synthesisized. The total yield of TATF was 3.6%. The products were identified by MS and elemental analysis.