2-chloro-4,6-bis{[1-hydroxy-2-(methyl)prop-2-yl]amino}-s-triazine | 159577-90-9

• 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-chloro-4,6-bis{[1-hydroxy-2-(methyl)prop-2-yl]amino}-s-triazine
• CAS: 159577-90-9
• 化学式: C₁₁H₂₀ClN₅O₂
• 分子量: 289.765
• InChiKey: RZOUFRCTQDQJAU-UHFFFAOYSA-N

物化性质

• 熔点：
  171.4-172.3 °C(Solvent: Ethanol)
• 沸点：
  504.2±60.0 °C(Predicted)
• 密度：
  1.353±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.89
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  103.19
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-chloro-4,6-bis{[1-hydroxy-2-(methyl)prop-2-yl]amino}-s-triazine 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 32.0h， 生成 2-chloro-4,6-bis{4-{4,6-bis{[1-hydroxy-2-(methyl)prop-2-yl]amino}-s-triazin-2-yl}piperazin-1-yl}-s-triazine
  参考文献：
  名称：

  Design, synthesis and structure of new dendritic melamines. First use of a tandem C-2-substituted serinol—O,O-masked 4-piperidone as a peripheral unit in iterative synthesis

  摘要：

  The iterative chemoselective amination of cyanuric chloride to dimers of new G-2 dendritic N-substituted-2,4,6-triamino-s-triazines (melamines) having C-2-substituted 2-aminopropane-1,3-diols ('serinols') in tandem with the ethylene ketal of 4-piperidone as peripheral units is reported. The structure as a function of increasing molecular size was studied by NMR spectroscopy, DFT calculation and AFM imaging. A concise nomenclature defining the restricted rotational phenomena about the newly created C(s-triazine)-N(exocyclic) partial double bonds, seen as axes of (pro)diastereomerism, is used. We propose a new form of frontier rotamerism for the dendrimer surface, which operates over a long range. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.096
• 作为产物：
  描述：

  三聚氯氰 、 2-氨基-2-甲基-1-丙醇 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 37.0h， 以75%的产率得到2-chloro-4,6-bis{[1-hydroxy-2-(methyl)prop-2-yl]amino}-s-triazine
  参考文献：
  名称：

  Design, synthesis and structure of new dendritic melamines. First use of a tandem C-2-substituted serinol—O,O-masked 4-piperidone as a peripheral unit in iterative synthesis

  摘要：

  The iterative chemoselective amination of cyanuric chloride to dimers of new G-2 dendritic N-substituted-2,4,6-triamino-s-triazines (melamines) having C-2-substituted 2-aminopropane-1,3-diols ('serinols') in tandem with the ethylene ketal of 4-piperidone as peripheral units is reported. The structure as a function of increasing molecular size was studied by NMR spectroscopy, DFT calculation and AFM imaging. A concise nomenclature defining the restricted rotational phenomena about the newly created C(s-triazine)-N(exocyclic) partial double bonds, seen as axes of (pro)diastereomerism, is used. We propose a new form of frontier rotamerism for the dendrimer surface, which operates over a long range. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.07.096

文献信息

• Stereochemistry of six-membered spiranes arising from the first use of a diaza-trispiro-heneicosane motif in the synthesis of a G-1 dendritic melamine
  作者：Oana Moldovan、Pedro Lameiras、Iulia Nagy、Tiberius Opruta、Flavia Popa、Cyril Antheaume、Yvan Ramondenc、Mircea Darabantu

  DOI：10.1016/j.tet.2012.12.059

  日期：2013.3

  The first use of a spiranic diamino-nucleophile, 7,11,18,21-tetraoxa-3,15-diazatrispiro[5.2.2.5.2.2]heneicosane, as linker in the synthesis of dendritic melamines, is reported. The chirality of a C(a)4 and/or a C(a)2(b)2 spiranic carbon is discussed and, for the first time, assigned. The nature of exocyclic ligands in aza-positions N-3, -15 leading to versatile types of pseudo-allenic arrangements

  据报道，螺环二氨基亲核试剂7,11,18,21-tetraoxa-3,15-diazatrispiro [5.2.2.5.2.2]庚烯烷在合成树突状三聚氰胺中作为连接物首次被使用。讨论并首次分配了C（a）4和/或C（a）2（b）2螺碳的手性。讨论了氮杂位置N-3，-15上环外配体的性质，导致围绕三螺环骨架的伪亚烯烃排列形式多样。当> N–C（X）–↔–N +（C–X −）–（X（O，N）键，显示了螺环中旋转（原）非对映异构和轴向手性之间区别的第一个NMR证据。还观察到了这种立体化学的意想不到的超分子方面。