Synthesis of 4-Amino-5-nitro-7H-pyrazolo3,4-d1,2,3triazine-2-oxide and Its Heat-Resistant Derivatives

4-Amino-5-nitro-7H-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (PTO) is synthesized via one step in this study. Subsequently, 4,7-diamino-5-nitro-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (APTO), 4-oxo-5-nitro-7H-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (OPTO), and several heat-resistant salts are synthesized...

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Veröffentlicht in:Organic letters 2024-11, Vol.26 (47), p.10119
Hauptverfasser: Zhang, Rongzheng, Xu, Yuangang, Jiang, Shuaijie, Yang, Feng, Lu, Ming
Format: Artikel
Sprache:eng
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Zusammenfassung:4-Amino-5-nitro-7H-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (PTO) is synthesized via one step in this study. Subsequently, 4,7-diamino-5-nitro-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (APTO), 4-oxo-5-nitro-7H-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (OPTO), and several heat-resistant salts are synthesized through local structural modifications on PTO. Comparison of thermal stability between PTO and APTO indicates that while the amino group has a negative impact on the thermal stability of APTO, it enhances the detonation performance of APTO and effectively reduces its mechanical sensitivity. Our findings provide a practical new approach for constructing energetic materials with excellent stability.4-Amino-5-nitro-7H-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (PTO) is synthesized via one step in this study. Subsequently, 4,7-diamino-5-nitro-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (APTO), 4-oxo-5-nitro-7H-pyrazolo[3,4-d][1,2,3]triazine-2-oxide (OPTO), and several heat-resistant salts are synthesized through local structural modifications on PTO. Comparison of thermal stability between PTO and APTO indicates that while the amino group has a negative impact on the thermal stability of APTO, it enhances the detonation performance of APTO and effectively reduces its mechanical sensitivity. Our findings provide a practical new approach for constructing energetic materials with excellent stability.
ISSN:1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c03691