期刊
MOLECULES
卷 26, 期 23, 页码 -出版社
MDPI
DOI: 10.3390/molecules26237319
关键词
synthesis; NPTO; Hofmann-type rearrangement; mechanism; crystal
资金
- National Natural Science Foundation of China [21805223]
This study reported the preparation of a novel fused energetic structure NPTO using a Hofmann-type rearrangement, which was fully characterized by various analytical techniques. The results showed that NPTO has good detonation properties and potential applications in insensitive explosives and propellants.
Rearrangement reactions are efficient strategies in organic synthesis and contribute enormously to the development of energetic materials. Here, we report on the preparation of a fused energetic structure of 7-nitro-3,5-dihydro-4H-pyrazolo[4,3-d][1,2,3]triazin-4-one (NPTO) based on a novel Hofmann-type rearrangement. The 1,2,3-triazine unit was introduced into the fused bicyclic skeleton from a pyrazole unit for the first time. The new compound of NPTO was fully characterized using multinuclear NMR and IR spectroscopy, elemental analysis as well as X-ray diffraction studies. The thermal behaviors and detonation properties of NPTO were investigated through a differential scanning calorimetry (DSC-TG) approach and EXPLO5 program-based calculations, respectively. The calculation results showed similar detonation performances between NPTO and the energetic materials of DNPP and ANPP, indicating that NPTO has a good application perspective in insensitive explosives and propellants.
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