An Effective Method for the Oxidation of Aminofurazans to Aminonitrofurazans

摘要

The new general synthetic method has been developed for the convenient preparation of aminonitrofura/ans. 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 methanesulfonic 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.