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Dense energetic compounds of C, H, N, and O atoms IV nitro and azidofurazan derivatives
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Dense energetic compounds of C, H, N, and O atoms IV nitro and azidofurazan derivatives
作者:
Ananthakrishnan Gunasekaran,
Mark L. Trudell,
Joseph H. Boyer,
期刊:
Heteroatom Chemistry
(WILEY Available online 1994)
卷期:
Volume 5,
issue 5‐6
页码: 441-446
ISSN:1042-7163
年代: 1994
DOI:10.1002/hc.520050505
出版商: VCH Publishers, Inc.
数据来源: WILEY
摘要:
AbstractBoth diaminofurazan5(DAF) and diaminoazofurazan6(DAAF) were converted to 5‐(4‐amino‐1,2,5‐oxadiazol‐3‐yl)‐1H‐[1,2,3]triazolo[4,5‐c][1,2,5]oxadiazol‐3‐yl‐1H‐[1,2,3]triazolo[4,5‐c][1,2,5]oxadiazolium inner salt8(AMOTO) (25 and 91%) in oxidations with iodobenzene diacetate and to dinitroazoxyfurazan13(DNAF) (4 and 15%) in oxidations with a mixture of ammonium persulfate and hydrogen peroxide in concentrated sulfuric acid. The intermediacy of diaminoazoxyfurazan7was supported by its conversion under similar treatment to DNAF (60%). Further oxidation by ammonium persulfate converted AMOTO8to 5,5′[azobis‐(1,2,5‐oxadiazole‐4,3 ‐ diyl)]bis[1H(1,2,3)triazolo ‐ [4,5‐c][1,2,5]oxadiazolium]bis(inner salt)10. Diazidofurazan19(tentative assignment) was obtained from DAF5by tetrazotization followed by treatment with sodium azide. Aminoazido‐azofurazan16was obtained from diazotized DAAF by treatment with sodium azide and was converted to AMOTO8by an elimination of nitrogen at 25°C. Similar treatment converted tetrazotized DAAF to diazidoazofurazan9and 5‐(4‐azido‐1,2,5‐oxadiazol‐3‐yl) ‐ 1H ‐[1,2,3]‐triazolo[4,5‐c][1,2,5]‐oxadiazolium inner salt15(AZOTO) after evolution of nitrogen. Aminofurazan‐2‐ONN‐azoxyazidofurazan17(AAAF) was obtained from diazotized diaminoazoxyfurazan7by treatment with sodium azide. Excellent calcul
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