Botli diaininofiira:arz 5 (DAF) and dianiinoazofiira:an 6 (DAAF) 1i.el-e convested to 2,2,3]rsiazoIo [4,5-c] 9 and 5-(4-azido-1,2,5-oxadiazo1-3-yl

The reaction of glyoxime (4) and hydroxylamine hydrochloride in aqueous sodium hydroxide was found to be a safe and inexpensive method for the preparation of multigram quantities of diaminoglyoxime (5). Potassium hydroxide mediated dehydration of 5 furnished diaminofurazan (1) in good yield of exceptional purity. The ready availability of 1 and 5 has facilitated the synthesis of new energetic furazan derivative 8.

Diazidoazofurazan 8 was obtained from the bis‐diazonium salt of diaminoazofurazan 7 by treatment with sodium azide and underwent thermolysis to 5‐[4‐azido‐(1,2,5)oxadiazolyl]‐5H‐[1,2,3]triazolo[4,5‐c][1,2,5] oxadiazole 5. The corresponding amine 13 was obtained from the azide 5 by reduction with stannous chloride and was oxidized by ammonium persulfate to 5‐[4‐nitro‐(1,2,5)oxadiazolyl]‐5H‐[1,2,3]triazolo[4,5‐c][1,2,5]oxadiazole 1. The azide 5 was converted to a phosphinimine 9 in a reaction with triphenylphosphine.

Diphenylcyclopropenone oxime combined with phenyl isocyanate to give 1,2,7-triphenyl-4-[(phenylamino)carbonyl]-5-oxa-4,7-diazaspiro-[2.4]hept-1-en-6-one.

Trinitrometlzane combined with oximes of cyclopentanone, cyclohexanone, and diphenylcyclopropenone and with melamine and two 1,3-dialky1-2,4-dialkylimino-l,3-diazetidines to give simple trinitromethanide salt adducts. Tricyanomethane added to diphenylcyclopropenone oxime to give hydroxylamino-2,3diphenylcyclopropenyliurn tricyanomethanide.