Synthesis of aminonitrofurazan by oxidizing aminofurazan

The new general synthetic method has been developed for the convenient preparation of ami-nonitrofurazans. The synthesis of 3-amino-4-nitrofurazan (ANF), 3-amino-3′-nitro-4, 4′-azoxyfurazan (ANAF) and 3-amino-3′-nitro-4, 4′-azofurazan (ANAzF) were achieved by oxidizing 3, 4-diaminofurazan (DAF), 3, 3′-diamino-4, 4′-azoxyfurazan (DAAF) and 3, 3′-diamino-4, 4′-azofurazan (DAAzF) respectively, with the oxidizing mixtures of hydrogen peroxide, sodium tungstate or ammonium persulfate and methane-sulfonic acid [H ₂O ₂/CH ₃SO ₃H/Na ₂WO ₄ or (NH ₄) ₂S ₂O ₈] with reduced acidity to give above 65% yield of ANF and ANAF, and 15% yield of ANAzF. The experiments showed that the mixture of H ₂O ₂ and Na ₂WO ₄ or (NH ₄) ₂S ₂O ₈) in CH ₃SO ₃H media is a new kind of efficient oxidant for the synthesis of one or more furazan rings with amino and nitro groups.