2-amino-4,6-diazido-1,3,5-triazine | 7123-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2-amino-4,6-diazido-1,3,5-triazine
• 英文别名: 4,6-diazido-1,3,5-triazin-2-amine
• CAS: 7123-41-3
• 化学式: C₃H₂N₁₀
• 分子量: 178.116
• InChiKey: SYASILRSRBNUBC-UHFFFAOYSA-N

物化性质

• 熔点：
  >250 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-amino-4,6-diazido-1,3,5-triazine 以25%的产率得到
  参考文献：
  名称：

  Azev Yuril A., Loginova Inna P., Guselnikova Olga L., Shorshnev Sergei V.+, Mendeleev Commun., (1993) N 2, S 49-50

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 、 氨 作用下， 生成 2-amino-4,6-diazido-1,3,5-triazine
  参考文献：
  名称：

  Hart, Journal of the American Chemical Society, 1928, vol. 50, p. 1929

  摘要：

  DOI：

文献信息

• Trifluoromethyl- or pentafluorosulfanyl-substituted poly-1,2,3-triazole compounds as dense stable energetic materials
  作者：Sonali Garg、Jean'ne M. Shreeve

  DOI：10.1039/c0jm04229c

  日期：——

  4-(Trifluoromethyl- or pentafluorosulfanyl)-substituted mono- and poly-1,2,3-triazole compounds were synthesized using Cu(I)-catalyzed 1,3-dipolar azide and fluorinated alkyne cycloaddition reactions. This methodology gave highly regioselective 4-substituted 1,2,3-triazole products. The SF5-containing materials (1b–6b) exhibit higher densities and more favorable detonation properties relative to their analogs with a CF3 substituent (1a–6a). Fluorinated triazene-(1,2,3-triazole) compounds (5a, 6a, 5b, 6b) have the most useful detonation properties based on calculations (Cheetah 5.0), and are comparable to those of TNT. These compounds are thermally stable (>270 °C) except for 1b, and are insensitive to impact. All of the new compounds were fully characterized via elemental, spectral (19F, 1H, 13C NMR), and differential scanning calorimetry (DSC) analyses. Compounds 3a and 4a were also structured using single crystal X-ray diffraction.

  合成了4-(三氟甲基或五氟硫酰基)取代的单取代和多取代1,2,3-叠氮烯化合物，采用了铜(I)催化的1,3-极性叠氮化物与氟化炔的环加成反应。该方法产生了高度区域选择性的4-取代1,2,3-叠氮烯产物。含有SF5的材料（1b–6b）与其CF3取代体（1a–6a）相比，展现出更高的密度和更有利的爆炸性能。根据计算（Cheetah 5.0），氟化叠氮烯-(1,2,3-叠氮烯)化合物（5a, 6a, 5b, 6b）具有最有用的爆炸性能，可与TNT相媲美。这些化合物在热稳定性方面表现良好（>270 °C），且对冲击不敏感。所有新化合物均通过元素分析、光谱分析（19F, 1H, 13C NMR）及差示扫描量热法（DSC）进行了充分表征。化合物3a和4a还通过单晶X射线衍射进行了结构确定。
• Synthesis and structural study of 4,6-diazido-2-(2,2,2-trinitroethylamino)-1,3,5-triazine
  作者：A. V. Shastin、A. G. Korepin、Z. G. Aliev、D. V. Korchagin、N. M. Glushakova、V. S. Malygina、V. P. Kosilko、V. P. Lodygina、G. V. Lagodzinskaya、S. M. Aldoshin

  DOI：10.1007/s11172-016-1608-4

  日期：2016.10

  A method for synthesis of 2-(2,2,2-trinitroethylamino)-4,6-diazido-1,3,5-triazine from 2-amino-4,6-diazido-1,3,5-triazine was elaborated. The molecular and crystal structures of this compound were studied using X-ray diffraction analysis.

  阐述了由2-氨基-4,6-二叠氮基-1,3,5-三嗪合成2-(2,2,2-三硝基乙氨基)-4,6-二叠氮基-1,3,5-三嗪的方法. 使用 X 射线衍射分析研究了该化合物的分子和晶体结构。
• Nitrogen-Rich Salts Based on Energetic Nitroaminodiazido[1,3,5]triazine and Guanazine
  作者：Yangen Huang、Yanqiang Zhang、Jean'ne M. Shreeve

  DOI：10.1002/chem.201002363

  日期：2011.2.1

  Highly dense nitrogen‐rich ionic compounds are potential high‐performance energetic materials for use in military and industrial venues. Guanazinium salts with promising energetic anions and a family of energetic salts based on nitrogen‐rich cations and the 6‐nitroamino‐2,4‐diazido[1,3,5]triazine anion (NADAT) were prepared and fully characterized by elemental analysis, IR spectroscopy, 1H NMR and

  高密度的富氮离子化合物是潜在的高性能高能材料，可用于军事和工业场所。制备了具有前途高能阴离子的胍盐和基于富氮阳离子和6-硝基氨基-2,4-二叠氮基[1,3,5]三嗪阴离子（NADAT）的高能盐家族，并通过元素分析对其进行了全面表征，红外光谱，1 H NMR和13 C NMR光谱以及差示扫描量热法（DSC）。中性NADAT（2）及其双胍盐5的晶体结构是通过单晶X射线衍射确定的（2：斜方晶系，Pnma ; 5：单斜晶系，P 21）。此外，通过质子去耦的13 C和15 N NMR光谱研究了溶液中2的异构化行为。所有这些新盐都表现出理想的物理性能，例如相对较高的密度（1.63–1.78 g cm -3）和适度的热稳定性（T d对于3 – 10为130–196°C，对于11 – 15为209–257°C ）。理论性能计算（高斯03和Cheetah 5.0），得到的离子化合物爆轰压力和速度3 - 15在21
• Transition-metal-mediated reduction and reversible double-cyclization of cyanuric triazide to an asymmetric bitetrazolate involving cleavage of the six-membered aromatic ring
  作者：Shivaiah Vaddypally、Vitaly G. Kiselev、Alex N. Byrne、C. Franklin Goldsmith、Michael J. Zdilla

  DOI：10.1039/d0sc04949b

  日期：——

  Cyanuric triazide reacts with several transition metal precursors, extruding one equivalent of N2 and reducing the putative diazidotriazeneylnitrene species by two electrons, which rearranges to N-(1′H-[1,5′-bitetrazol]-5-yl)methanediiminate (biTzI2−) dianionic ligand, which ligates the metal and dimerizes, and is isolated from pyridine as [M(biTzI)]2Py6 (M = Mn, Fe, Zn, Cu, Ni). Reagent scope, product

  三聚氰脲与几种过渡金属前体反应，挤出一当量的 N 2并通过两个电子还原推定的二叠氮基三氮烯基氮烯物质，从而重排为N -(1' H -[1,5'-bitetrazol]-5-yl)methanediimminate ( biTzI 2− ) 阴离子配体，可连接金属并二聚化，并以 [M(biTzI)] 2 Py 6 (M = Mn, Fe, Zn, Cu, Ni) 的形式从吡啶中分离出来。结合试剂范围、产品分析和量子化学计算，阐明配体重排前的双电子还原的形成机制。
• Method for azidoaminotriazole, nitrosoguanazine, and related compounds
  申请人：The United States of America as represented by the Secretary of the Navy

  公开号：US07375221B1

  公开（公告）日：2008-05-20

  The present invention includes a method of making of azidoaminotriazole (5-azido-2H-[1,2,4]triazol-3-ylamine), nitrosoguanazine dimer (N3-[(1E)-3-(4,5-diamino-4H-1,2,4-triazol-3-yl)-1,2-dioxidotriaz-1-enyl]-4H-1,2,4-triazole-3,4,5-triamine), novel nitrosoguanazine salts, azidonitraminotriazole/salts and the making of azidonitraminotriazole and salts, and novel metal complexes of an azidonitramine (4,6-diazido-N-nitro-1,3,5-triazin-2-amine) and the making of these metal complexes of this azidonitramine. Azidoaminotriazole, nitrosoguanazine, and azidonitramine compounds, their intermediates, and their salts may generally relate to energetic compounds, while nitrosoguanazine compounds and their metal salts may also have commercial potential in biomedical and pharmaceutical applications.

  本发明涉及制备偶氮胍二聚体（N3-[(1E)-3-(4,5-二氨基-4H-1,2,4-三唑-3-基)-1,2-二氧代三唑-1-烯基]-4H-1,2,4-三唑-3,4,5-三胺）, 偶氮氨基三唑（5-偶氮基-2H-[1,2,4]三唑-3-氨基），新型偶氮胍盐，偶氮氨基三唑/盐以及制备偶氮氨基三唑和盐的方法，以及偶氮氨基（4,6-二偶氮基-N-硝基-1,3,5-三嗪-2-胺）的新型金属配合物和制备这些金属配合物的方法。偶氮胍二聚体，偶氮氨基三唑和偶氮氨基化合物，它们的中间体和盐通常与高能化合物有关，而偶氮胍化合物及其金属盐在生物医药应用方面也可能具有商业潜力。