Recent advances on the nitrogen-rich 1,2,4-oxadiazole-azoles-based energetic materials

Cao, Weipeng; Tariq, Qamar‐un‐nisa; Li, Zhimin; Yang, Junqing; Zhang, Jian Guo

doi:10.1016/j.dt.2021.12.002

Cited by 37 publications

(20 citation statements)

References 92 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In nature the synthesis is systematically in several steps whereas the chemical synthesis can be done in a small number of steps [14][15][16][17]. Oxadiazole derivatives have great interest in industrial compounds and are used as organic electronics [18], as corrosion inhibitors [19], in energetic material [20] and in fluorescent nanofibrous material [21].…”

Section: Introductionmentioning

confidence: 99%

Syntheses and Antioxidant Activity of 1-Isonicotinoyl-4-phenylthiosemicarbazide and Crystal Structures of N-Phenyl-5-(pyridin-4-yl)-1,3,4-oxadiazol-2-amine Hydrochloride and 4-Phenyl-3-(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione derived from 1 Isonicotinoyl-4-phenylthiosemicarbazide

Faye

Mbow

Gaye

et al. 2022

EJCS

View full text Add to dashboard Cite

The title compound C13H12N4OS (I) is synthetized from isonicotinic hydrazide and isothiocynate. Compounds C13H11N4OCl (II) and C13H10N4S (III) where obtained upon reaction of (I) with Fe(II) or Mn(II) salts. Compound (II) is heterocyclic 1,3,4-oxadiazole while compound (III) is heterocyclic 1,2,4-triazole. The 1,3,4-oxadiazol derivative is almost planar with dihedral angle of 2.66 (8) and 5.14 (8)° between 1,3,4-oxadiazole ring and phenyl and pyridinium rings respectively; the dihedral angle between the phenyl and pyridinium rings is 3.92 (8)°. The 1,2,4-triazole derivative is non-planar. The phenyl and pyridyl rings form dihedral angles of 58.35 (5) and 58.33 (5)°, respectively, with the 1,2,4-triazole ring; the dihedral angle between the phenyl and pyridyl rings is 36.85 (4)°. In the compound (II) intramolecular hydrogen bonds of type N—H···Cl, C—H···N and C—H···Cl resulting in S(6) ring stabilize the structure. Intermolecular hydrogen bonds of type N—H···N, C—H···N, C—4···Cl link the molecule thus forming a three-dimensional network. In the structure of compound (III), intermolecular hydrogen bonds of type N—H···N, C—H···N, C—H···S1,link the monomer in a three-dimensional network.

show abstract

Section: Introductionmentioning

confidence: 99%

Syntheses and Antioxidant Activity of 1-Isonicotinoyl-4-phenylthiosemicarbazide and Crystal Structures of N-Phenyl-5-(pyridin-4-yl)-1,3,4-oxadiazol-2-amine Hydrochloride and 4-Phenyl-3-(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione derived from 1 Isonicotinoyl-4-phenylthiosemicarbazide

Faye

Mbow

Gaye

et al. 2022

EJCS

View full text Add to dashboard Cite

show abstract

“…The tetrazole motif is a common synthetic scaffold used in medicine, and biochemistry [13]. It may be found in explosives, photography [14], polymers, gas generators, and agrochemicals [15]. In 1885, the first tetrazole synthesis was published [16].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Molecular Docking of New Tetrazole Derivatives as Promising Anticancer Agents

2022

pnr

View full text Add to dashboard Cite

This work included the synthesis of azo dye [F1] by the reaction of dapsone's diazonium salt with salicylaldehyde at (0-5) 0C, synthesis of Schiff base [F2-F4] through the reaction of the substituted aromatic amine with aldehyde group in azo compound [F1] in ethanol, synthesis of tetrazole derivatives [F5-F7] by reaction of Schiff base with sodium azide in THF, and characterization of the synthesized compounds by using spectroscopic techniques FT-IR, 1H-NMR using DMSO-d6 as a solvent, SEM, in addition, melting point. This work also included a study of anticancer activity for some prepared compounds [F3, F7]. Besides, Molecular docking of the prepared compounds with the cancer proteins has also been studied using the Auto Dock v4.2 program in an attempt to find out the inhibitory potential of the compounds and the places of these compounds with the active site of the protein and compare them with the practical results obtained.

show abstract

“…In this regard, the search for insensitive HECs remains an urgent task. Many creative teams have demonstrated in their works that polynitrogen-containing heterocyclic compounds, such as nitro-, amino- and nitroamino-derivatives of imidazole, pyrazole, oxadiazoles, triazoles, tetrazole, triazines and tetrazines ( Scheme 1 ) and condensed structures based on these heterocycles, have the required balance of energy properties and sensitivity to external influences [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 ]. The experimental data obtained indicate the expediency of performing exploratory work, and analyzing the mechanisms of decomposition of polynitrogen heterocyclic compounds, which can primarily be focused on the synthesis of promising materials, for example, polymer ceramics.…”

Section: Introductionmentioning

confidence: 99%

Mechanism, Kinetics and Thermodynamics of Decomposition for High Energy Derivatives of [1,2,4]Triazolo[4,3-b][1,2,4,5]tetrazine

et al. 2022

View full text Add to dashboard Cite

This paper presents the data of research studies on the mechanisms, kinetics and thermodynamics of decomposition of three high-energy compounds: [1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine-3,6-diamine (TTDA), 3-amino-6-hydrazino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine (TTGA) and 3,6-dinitroamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine (DNTT). The points of change of the reaction mechanisms under thermal effects with different intensities from 0.1 to 2000 s−1 have been established. The values of activation and induction energies for the limiting stages of decomposition have been obtained. The formation of nanostructured carbon nitride (α-C3N4) in condensed decomposition products, cyanogen (C2N2) and hydrogen cyanide (HCN) in gaseous products have been shown. Concentration-energy diagrams for the reaction products have been compiled. The parameters of heat resistance and thermal safety proved to be: 349.5 °C and 358.2 °C for TTDA; 190.3 °C and 198.0 °C for TTGA; 113.4 °C and 114.1 °C for DNTT. The energy and thermodynamic properties have also been estimated. This work found the activation energy of the decomposition process to be 129.0 kJ/mol for TTDA, 212.2 kJ/mol for TTGA and 292.2 kJ/mol for DNTT. The average induction energy of the catalytic process (Ecat) for TTGA was established to be 21 kJ/mol, and for DNTT-1500–1700 kJ/mol. The induction energy of the inhibition process (Eing) of TTDA was estimated to be 800–1400 kJ/mol.

show abstract

Recent advances on the nitrogen-rich 1,2,4-oxadiazole-azoles-based energetic materials

Cited by 37 publications

References 92 publications

Syntheses and Antioxidant Activity of 1-Isonicotinoyl-4-phenylthiosemicarbazide and Crystal Structures of N-Phenyl-5-(pyridin-4-yl)-1,3,4-oxadiazol-2-amine Hydrochloride and 4-Phenyl-3-(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione derived from 1 Isonicotinoyl-4-phenylthiosemicarbazide

Syntheses and Antioxidant Activity of 1-Isonicotinoyl-4-phenylthiosemicarbazide and Crystal Structures of N-Phenyl-5-(pyridin-4-yl)-1,3,4-oxadiazol-2-amine Hydrochloride and 4-Phenyl-3-(pyridin-4-yl)-1H-1,2,4-triazole-5(4H)-thione derived from 1 Isonicotinoyl-4-phenylthiosemicarbazide

Synthesis, Characterization, and Molecular Docking of New Tetrazole Derivatives as Promising Anticancer Agents

Mechanism, Kinetics and Thermodynamics of Decomposition for High Energy Derivatives of [1,2,4]Triazolo[4,3-b][1,2,4,5]tetrazine

Contact Info

Product

Resources

About