6-chloro-N,N'-bis(3,5-dimethylphenyl)-[1,3,5]triazine-2,4-diamine

• 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: 6-chloro-N,N'-bis(3,5-dimethylphenyl)-[1,3,5]triazine-2,4-diamine
• 英文别名: 2-chloro-4,6-bis(3,5-dimethylphenylamino)-1,3,5-triazine；6-chloro-N,N'-bis(3,5-dimethylphenyl)-1,3,5-triazine-2,4-diamine；6-chloro-2-N,4-N-bis(3,5-dimethylphenyl)-1,3,5-triazine-2,4-diamine
• 化学式: C₁₉H₂₀ClN₅
• mdl: MFCD02238872
• 分子量: 353.854
• InChiKey: LWVYCSWVNRFCID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  62.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-chloro-N,N'-bis(3,5-dimethylphenyl)-[1,3,5]triazine-2,4-diamine 在 硫脲 、 sodium hydroxide 、 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.25h， 以95%的产率得到2-mercapto-4,6-bis(3,5-dimethylphenylamino)-1,3,5-triazine
  参考文献：
  名称：

  Anarchy in the solid state: structural dependence on glass-forming ability in triazine-based molecular glasses

  摘要：

  We have recently shown that molecular glasses, small molecules capable of readily forming glassy solids as opposed to crystals, can be designed by exploiting molecular association through strong and directional intermolecular interactions, as exemplified by several members of the bis(mexylantino)triazine family. Herein, 43 new bis(mexylamino)triazine derivatives were synthesized, 31 of which have been found to spontaneously form glassy phases and did not crystallize upon heating. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.026
• 作为产物：
  描述：

  三聚氯氰 、 1-氨基-3,5-二甲苯 在 sodium acetate 作用下， 以 水 、 溶剂黄146 为溶剂， 以93%的产率得到6-chloro-N,N'-bis(3,5-dimethylphenyl)-[1,3,5]triazine-2,4-diamine
  参考文献：
  名称：

  使用乙酸作为溶剂的氰尿酰氯芳基胺化的高效“绿色”方法

  摘要：

  乙酸是一种廉价，环保的溶剂，可用于氰尿酰氯与包括硝基苯胺在内的芳香胺的简便，清洁和高收率的芳基胺化。与以前报道的方法相比，大大简化了乙酸介质中的芳基胺化反应和分离步骤。在适当条件下，可以以受控方式连接相同或不同的苯胺残基，从而分别以优异的产率获得对称和不对称的1,3,5-三嗪衍生物。

  DOI：

  10.1002/jhet.5570450236

文献信息

• The Dark Side of Crystal Engineering:  Creating Glasses from Small Symmetric Molecules that Form Multiple Hydrogen Bonds
  作者：Olivier Lebel、Thierry Maris、Marie-Ève Perron、Eric Demers、James D. Wuest

  DOI：10.1021/ja063353s

  日期：2006.8.1

  Glasses made from compounds of low molecular weight are useful materials with many attractive features, including well-defined compositions. At present, there are no reliable ways to identify molecules that will form long-lived glasses, and efforts to design them have tended to rely on crude principles, such as avoiding small, symmetric, and relatively inflexible molecules that engage in strong intermolecular association. We have found that it is possible to make glasses from such molecules by turning to the dark side of crystal engineering and by making small but carefully selected structural modifications specifically designed to thwart established patterns of crystallization.
• An efficient, “green” approach to aryl amination of cyanuric chloride using acetic acid as solvent
  作者：Kirill A. Kolmakov

  DOI：10.1002/jhet.5570450236

  日期：2008.3

  Acetic acid is an inexpensive and environmentally friendly solvent for facile, clean and high-yielding aryl amination of cyanuric chloride with aromatic amines, including nitroanilines. Aryl amination in acetic acid medium and isolation protocol are greatly simplified as compared to previously reported procedures. Under proper conditions, it is possible to attach the same or different aniline residues

  乙酸是一种廉价，环保的溶剂，可用于氰尿酰氯与包括硝基苯胺在内的芳香胺的简便，清洁和高收率的芳基胺化。与以前报道的方法相比，大大简化了乙酸介质中的芳基胺化反应和分离步骤。在适当条件下，可以以受控方式连接相同或不同的苯胺残基，从而分别以优异的产率获得对称和不对称的1,3,5-三嗪衍生物。
• Anarchy in the solid state: structural dependence on glass-forming ability in triazine-based molecular glasses
  作者：James D. Wuest、Olivier Lebel

  DOI：10.1016/j.tet.2009.07.026

  日期：2009.9

  We have recently shown that molecular glasses, small molecules capable of readily forming glassy solids as opposed to crystals, can be designed by exploiting molecular association through strong and directional intermolecular interactions, as exemplified by several members of the bis(mexylantino)triazine family. Herein, 43 new bis(mexylamino)triazine derivatives were synthesized, 31 of which have been found to spontaneously form glassy phases and did not crystallize upon heating. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.