Integration of 1,2,3-Triazine N-Oxide and 2,4,6-Trinitroaniline Moieties for the Design of Heat-Resistant Energetic Compounds

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-07 DOI:10.1021/acs.orglett.5c00305

Wen-Hao Cui, Hao-Ran Xu, Zhiwen Ye, Ying He

引用次数: 0

Abstract

Heat-resistant energetic compounds are of great importance in the field of energetic material chemistry. Here, we report a practical synthesis of a series of fused-ring energetic compounds via the combination of 1,2,3-triazine N-oxide and 2,4,6-trinitroaniline moieties. Starting from the known compound 4,6-diamino-2-chloropyrimidine-5-carbonitrile (1), the nucleophilic substitution followed by one-step nitration introduced three nitro groups onto the benzene ring and 1,2,3-triazine N-oxide moiety, simultaneously. The resulting compounds 4–7 exhibited a high decomposition temperature (T_d > 250 °C) as well as relatively good detonation properties and low sensitivities.

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1,2,3-三嗪n -氧化物和2,4,6-三硝基苯胺基团的集成设计耐热含能化合物

耐热含能化合物在含能材料化学领域具有重要意义。本文报道了通过1,2,3-三嗪n -氧化物和2,4,6-三硝基苯胺基团的结合，合成一系列融合环含能化合物的实际方法。从已知化合物4,6-二氨基-2-氯嘧啶-5-碳腈(1)开始，亲核取代和一步硝化同时将三个硝基引入苯环和1,2,3-三嗪n -氧化物部分。所得化合物4 ~ 7具有较高的分解温度(Td >；250°C)，以及相对良好的爆轰性能和低灵敏度。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.