A two‐step synthesis of diaminofurazan and synthesis of N‐monoarylmethyl and N,N′‐diarylmethyl derivatives

Abstract

Diaminofurazan (1) was synthesized from glyoxal (2) by an improved two‐step procedure. The N‐mono‐arylmethyl derivatives 4a‐e and N‐N'‐diarylmethyl derivatives 5a‐e of 1 were prepared in good yields by reductive alkylation with the corresponding aryl aldehydes.

Synthesis and antimicrobial activity of novel 2-(heteryl-carboxamido)-2,3-dihydro-1H-1,2,5-oxadiazolo[3,4-c] [1,3,2]diazaphosphole-2-oxides

“…The nitrogen bonded C-4 and C-5 exhibited signals at 156-165 ppm. 19 The carbonyl carbon of the carboxamide function resonated in the range δ 88-207. The other carbon chemical shifts of the carboxamide function appeared downfield (-10 ppm), when compared to the corresponding carbon chemical shifts in the respective free heterocycles.…”

“…Most of the compounds showed significant activity against both bacteria and fungi. 19 and isocyanatophosphoryldichloride (1) 16 were prepared according to the procedures reported. The electron-rich heterocycles (4, 7, 9, 10, 11, 12), which were procured from Aldrich Chemical Company, U.S.A and Lancaster, London, were used without further purification.…”

“…18 Cyclocondensation of 2 in situ with 3,4-diamino-1,2,5-oxadiazole (3) 19 in the presence of triethylamine at 50-60 °C in octane, yielded the title compounds (4-13). Thin layer chromatography (TLC) was employed to follow the progress of the reaction and purity of the products.…”

Synthesis, characterization and thermal studies on furazan- and tetrazine-based high energy materials

“…Furazan-based HEMs are interesting class of compounds due to their low vulnerability and high density emanating from planarity of the ring, positive heat of formation, and high percentage of nitrogen content [5]. In the initial phase of research and development (R&D) work on furazans way back during 1970-1980, non-realization of 3,4-diaminofurazan (DAF) in bulk quantity posed severe limitations on their introduction for practical applications.…”

Preparation of 6‐, 7‐, and 8‐substituted derivatives of 2‐Oxa‐1,3,4,10‐tetraazacyclopenta[b]fluoren‐9‐one

“…The only literature reference to compound 1 [1] describes the preparation by the reaction of ninhydrin and furazan-3,4-diamine [2] under acidic conditions. This reaction is analogous to that of ninhydrin with o-phenylenediamine and other heterocyclic diamines [3][4][5].…”