A new synthesis for the title compound that gives an 80% overall yield was developed. Treatment of triaminoguanidine monohydrochloride (1) with 2,4‐pentanedione (2) gave 3,6‐bis(3,5‐dimethylpyrazol‐1‐yl)‐1,2‐dihydro‐1,2,4,5‐tetrazine (3) in 80–85% yield. Oxidation of 3 with nitric oxide or nitrogen dioxide to 3,6‐bis(3,5‐dimethyylpyrazol‐1‐yl)‐1,2,4,5‐tetrazine (4) followed by ammonolysis of 4 gave 3,6‐diamino‐1,2,4,5‐tetrazine (5) in guantitatively yields.

The thermal decomposition of ammonium dinitramide (ADN) and potassium dinitramide (KDN) were examined neat and in solution. Isothermal kinetics were measured (160−220 °C) by monitoring dinitramidate loss and were found to be first-order. Ammonium ion loss and gas formation were not good measurements of ADN decomposition since they reflect the fate of the ADN decomposition product ammonium nitrate. Kinetics of decomposition were nearly identical for ADN neat (proteo- and deutero-), ADN in water (1 or 20 wt %), ADN in various pH aqueous buffers, and for aqueous KDN (1 wt % in water or deuterium oxide). The activation energy, calculated for ADN, was about 40 kcal/mol (167 kJ/mol) for neat ADN and 37 kcal/mol (155 kJ/mol) for aqueous solutions of ADN. Decomposition of ADN in aqueous buffers suggested that under the conditions of these studies decomposition of dinitramidate or its parent acid proceeds at about the same rate at pH 3, pH 5, and unbuffered but decreased by about 40% at pH 9. Neat KDN was unique in that it decomposed about an order of magnitude slower than ADN, but its decomposition increased to be comparable to that of ADN when KDN was aqueous or when any ammonium salt was mixed with KDN. Nitrous oxide and nitrate (or nitric acid) were the principal decomposition products of dinitramide. Nitrogen gas was also formed, to a significant extent in the decomposition of ADN and to a small extent in that of KDN. Nitrogen gas resulted from the interaction of ammonium or ammonia with the nitrate or gaseous nitrogen oxides. Studies of 15N-labeled ADN confirm that one N−NO2 bond remains intact, forming nitrous oxide, while the other nitro group combines with the nitrogen from ammonium to form nitrogen gas. Several decomposition pathways consistent with these findings are considered.

With available alkaline, alkaline earth, and organic cations as partners, four series of 5-nitrotetrazolato-N 2 -ferrate hierarchies have been prepared that provide a plethora of green primaries with diverse initiating sensitivity and explosive performance. They hold great promise for replacing not only toxic lead primaries but also thermally unstable primaries and poisonous agents. Strategies are also described for the systematic preparation of coordination complex green primaries based on appropriate selection of ligands, metals, and synthetic procedures. These strategies allow for maximum versatility in initiating sensitivity and explosive performance while retaining properties required for green primaries.iron complex primary ͉ nitrotetrazolate anion ͉ high-nitrogen ligand ͉ environmentally friendly ͉ highly sensitive

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.

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