Dense energetic compounds of C, H, N, and O atoms. III. 5‐[4‐nitro‐(1,2,5)oxadiazolyl]‐5H‐[1,2,3]triazolo[4,5‐c][1,2,5]oxadiazole

Abstract

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.

A practical anodic oxidation of aminofurazans to azofurazans: an environmentally friendly route

“…70 C, (lit. 44 8, 19.5, 44.3, 49.4, 141.9; 13 C NMR spectra are identical with those reported in the literature. 44 4,4 0 -Bis(tert-butyl-NNO-azoxy)-3,3 0 -azofurazan(9p).…”

“…44 8, 19.5, 44.3, 49.4, 141.9; 13 C NMR spectra are identical with those reported in the literature. 44 4,4 0 -Bis(tert-butyl-NNO-azoxy)-3,3 0 -azofurazan(9p). Orange solid, R f ¼ 0.60 (1 : 1 hexane/CH 2 Cl 2 ); mp 128-129 C, (lit.…”

“…All the reagents and solvents were of analytical grade, purchased from commercial sources, and used as received. Alkylfurazan 8a-e, 39 alkoxy-and hydroxyfurazans 8f-h, 40 aryl derivatives 8i and 8j, 41 1,2,4-oxadiazole 8k, 42 tetrazole 8l, 43 compound 8m, 44 and t butylazoxy derivative 8p 45 were synthesized by using previously reported methods. Infrared spectra were determined in KBr pellets on a Perkin-Elmer Model 577 spectrometer.…”

RNA Aptamers That Reversibly Bind Photoresponsive Azobenzene‐Containing Peptides

“…The compounds containing oxygen‐rich and nitrogen‐rich heterocycles have recently generated considerable interest and been used widely due to their high energy, good oxygen balances and low sensitivity 14–17. 4,4′‐dinitro‐3,3′‐diazenofuroxan (DDF)18 and 5‐[4‐nitro‐(1,2,5) oxadiazolyl]‐5 H ‐1,2,3‐triazolo‐[4,5‐ c ]1,2,5‐oxadiazole (NOTO)19 are good examples reported in the literatures on the explosive properties of high detonation velocity. Uric acid is a general raw material to synthesize heterocycles and first reported in the year 1961 20.…”

Dinitro Trifurazans with Oxy, Azo, and Azoxy Bridges

“…Although nitrofurazans have been studied for many years, a relatively small set of high energetic furazans possessing as a rule one or two furazan rings was published. 3,4-Dinitrofurazan (1), (3) 3-cyano-4-nitrofurazan (2), (3) 5-(3-nitrofurazan-4-yl)-1H-[1,2,3]triazolo [4,5-c]-furazan inner salt (3) (4,5) , 4,4-dinitrobifurazan (4) (1, 3,6) , 4,4-dinitrodifurazalyl ether (5) (7) , 4,4-dinitrodifurazalyl sul®de and S-oxides (6a-c) (8) , 4,4 H dinitroazo-(7) (3,9) and -azoxyfurazan (8) (3,10,11) , methylene-bis(3-nitroamino-4-nitrofurazan) (9) (12,13) In our laboratory investigation of nitrofurazans has been carried out for about two decades. (5,14,15) The use of the furazan ring as key building block was not accidental in this work.…”