A new approach is suggested herein for the synthesis of pyrazole derivatives by reacting 4-nitrosemicarbazide with acetylacetone. Additional studies were done on the reaction of acetylacetone with semicarbazide and its derivatives (4-aminosemicarbazide, methylsemicarbazide, and dimethylsemicarbazide). The study on the reaction with acetylacetone resulted in monocyclic 3,5-dimethyl-N-nitropyrazole-1-carboxamide, monocyclic 5-hydroxy-3,5-dimethyl-2-pyrazoline, and bicyclic bis(3,5-dimethylpyrazole-1-carbonyl)hydrazine, and conditions for the formation of acetone semicarbazone were identified. The structures of the resultant compounds were validated by physicochemical analytical methods, including X-ray diffraction. The computer-aided screening in the PASS prediction software discovered a high biological activity of the newly obtained compounds.

Here, we investigated the reaction of 1,3-dipolar cycloaddition of 1,3-diazido-2-nitro-2- azapropane (DANP) to propargyl alcohol over a copper-based catalyst and identified the optimum reaction conditions that enable the synthesis of 2-nitro-1,3-bis(4,4′-dihydroxymethyl)-1,2,3-triazolyl-2-azapropane (1) in more than 84% yield. The reaction between DANP, 1,5-diazido-3-nitrazapentane, and phenylacetylene produced the respective 1,2,3-triazole derivatives in 83% and 71% yields, respectively. The structures of the resultant compounds were validated by infrared and NMR spectroscopies and elemental analysis. The structure of 1 was proved by single-crystal X-ray diffraction. This study demonstrated that 1 exhibits a dose-dependent antiarrhythmic activity towards calcium-chloride-induced arrhythmia and refers to Class III: moderately hazardous substances.

Dinitramic acid salts are promising components as oxidizers and burning-rate modifiers of high-energy compositions. However, most of these salts are not free of drawbacks such as hygroscopicity. Therefore, their application under special conditions of use and storage is limited. The synthesis and storage of stable dinitramic acid salts is a topical issue. Here, we synthesized an adduct starting from the nickel salt of dinitramic acid with carbohydrazide and glyoxal to settle the problem of stability and storage of that salt. The chemical composition of the adduct was confirmed by infrared spectroscopy and elemental analysis. The Ni content was determined by atomic emission spectroscopy. Thermogravimetric DSC and TGA analyses showed the adduct to have three decomposition stages. The adduct exhibits a good thermal stability and a low sensitivity to mechanical stimuli. Here, the adduct is demonstrated to be a promising burning-rate inhibitor of pyrotechnic compositions.

Herein, we describe the synthesis of coordination compounds starting from carbohydrazide ((H₂NHN)₂C=O (CHZ)) and the Zn²⁺ salt of dinitramic acid (HDN), which are high-nitrogen substances that exhibit properties similar to those of a burning-rate inhibitor of pyrotechnic compositions. This study demonstrates that these compounds react with glyoxal to furnish adducts of metal–organic macrocyclic cages bearing the elements of carbohydrazide, complexing metals and the HDN anion, depending on the ratio of the starting reactants. The assembled macrocyclic cage has “host–guest” properties and is a safe container for the storage of HDN salts. X-ray crystallographic analysis of the resultant coordination compound, [Zn(chz)₃(N(NO₂)₂)₂]), indicated that the metal–ligand association occurs via the N and O atoms of carbohydrazide. The zinc salt of dinitramic acid, which is enclosed into adducts with a macrocycle, is thermally stable and insensitive to mechanical impacts. The complex zinc salt of dinitramide was shown herein to exhibit inhibitory activity towards the burning rate of pyrotechnic compositions.