Synthesis of 4-Amino-5-nitro-7<i>H</i>-pyrazolo[3,4-<i>d</i>][1,2,3]triazine-2-oxide and Its Heat-Resistant Derivatives

4-Amino-5-nitro-7<i>H</i>-pyrazolo[3,4-<i>d</i>][1,2,3]triazine-2-oxide (<b>PTO</b>) is synthesized via one step in this study. Subsequently, 4,7-diamino-5-nitro-pyrazolo[3,4-<i>d</i>][1,2,3]triazine-2-oxide (<b>APTO</b>), 4-oxo-5-nitro-7<i>H</i>-pyrazolo[3,4-<i>d</i>][1,2,3]triazine-2-oxide (<b>OPTO</b>), and several heat-resistant salts are synthesized through local structural modifications on <b>PTO</b>. Comparison of thermal stability between <b>PTO</b> and <b>APTO</b> indicates that while the amino group has a negative impact on the thermal stability of <b>APTO</b>, it enhances the detonation performance of <b>APTO</b> and effectively reduces its mechanical sensitivity. Our findings provide a practical new approach for constructing energetic materials with excellent stability.

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Publication Details

Journal
Organic Letters
Published
2024-11-19
DOI
https://doi.org/10.1021/acs.orglett.4c03691
Citations
9
Primary Topic
Energetic Materials and Combustion
Type
article
Field-Weighted Citation Impact
2.42

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article

Synthesis of 4-Amino-5-nitro-7H-pyrazolo[3,4-d][1,2,3]triazine-2-oxide and Its Heat-Resistant Derivatives

Ming Lu, Rongzheng Zhang, Feng Yang, Yuangang Xu et al.
9 citations
Organic Letters
Energetic Materials and Combustion
2.42
article

Synthesis of 4-Amino-5-nitro-7H-pyrazolo[3,4-d][1,2,3]triazine-2-oxide and Its Heat-Resistant Derivatives

Ming Lu, Rongzheng Zhang, Feng Yang, Yuangang Xu, Shuaijie Jiang
article en
9 citations

Abstract

4-Amino-5-nitro-7<i>H</i>-pyrazolo[3,4-<i>d</i>][1,2,3]triazine-2-oxide (<b>PTO</b>) is synthesized via one step in this study. Subsequently, 4,7-diamino-5-nitro-pyrazolo[3,4-<i>d</i>][1,2,3]triazine-2-oxide (<b>APTO</b>), 4-oxo-5-nitro-7<i>H</i>-pyrazolo[3,4-<i>d</i>][1,2,3]triazine-2-oxide (<b>OPTO</b>), and several heat-resistant salts are synthesized through local structural modifications on <b>PTO</b>. Comparison of thermal stability between <b>PTO</b> and <b>APTO</b> indicates that while the amino group has a negative impact on the thermal stability of <b>APTO</b>, it enhances the detonation performance of <b>APTO</b> and effectively reduces its mechanical sensitivity. Our findings provide a practical new approach for constructing energetic materials with excellent stability.

Organic LettersVol. 26(47)
Nanjing University of Science and Technology (CN)
China Association for Science and Technology, National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 11%
Energetic Materials and Combustion
2.42
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