Picrylamino‐substituted heterocycles. II. Furazans

Abstract

This paper describes the synthesis of the various picrylamino‐ and nitro‐substituted furazans and bifurazanyls. Except for 3,4‐bis(picrylamino)furazan, which was obtained by nitrating 3,4‐dianilinofurazan, the picrylaminofurazans were prepared by condensing the appropriate amino‐furazan with picryl fluoride in the presence of triethylamine. The various aminofurazans were oxidized with peroxytrifluoroacetic acid to the corresponding nitro derivatives.

Thermal Decomposition of Energetic Materials 77. Behavior of N-N Bridged Bifurazan Compounds on Slow and Fast Heating

“…Compounds based on the furazan ring (1,2,5-oxadiazole) (Scheme 1) have appealing molecular properties that enhance their potential usefulness as energetic materials (1,2) . Scheme 1 First, the aromaticity of the ring stabilizes the backbone.…”

1H, 13C and 15N Nuclear Magnetic Resonance Analysis of 3,3’,4,4’-Diaminoazoxyfurazan Obtained by Oxidation of 3,4-Diaminofurazan with Peroxyformic Acid

“…diaminofurazan (mp. 180 °C [5]), 3-nitroso-4-aminofurazan (79 °C [8]), 3-nitro-4-aminofurazan (125 °C [2]). Francois et.…”

“…DAF was synthesized at the Military University of Technology by the Coburn method [5]. The NMR experiments were conducted using a Bruker AvanceIII HD 500 MHz spectrometer (field 11.7 T).…”

Review on Promising Insensitive Energetic Materials

“…The combination of these characteristics is unusual and makes DAAF an interesting explosive that is suitable for booster applications. [80] in 1968, has been an important precursor for a series of furazan-based energetic materials that are interesting as both propellant and explosive ingredients. DAF may be synthesized by the condensation of hydroxylamine with a variety of reagents, including dithiooxamide, cyanogen, glyoxal, and glyoxime, to yield diaminoglyoxime followed by cyclization to DAF by treatment with aqueous base at 180 °C in a pressure vessel.…”