isoindoline-1,3-dione-bis-ethylimine | 32313-74-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: isoindoline-1,3-dione-bis-ethylimine
• 英文别名: Isoindolin-1,3-dion-bis-aethylimin；1-N,3-N-diethylisoindole-1,3-diimine
• CAS: 32313-74-9
• 化学式: C₁₂H₁₅N₃
• 分子量: 201.271
• InChiKey: XDFLAJDLFRUUPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  36.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2-二氰基苯 在 氨 、 sodium 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 28.0h， 生成 isoindoline-1,3-dione-bis-ethylimine
  参考文献：
  名称：

  The syntheses and structures of bis(alkylimino)isoindolines

  摘要：

  In this Letter, we present a synthetic and structural study into bis-imino substituted diiminoisoindolines, which can be synthesized either via CaCl2 mediated reaction of phthalonitrile with primary amines, or via direct reaction of these amines with unsubstituted diiminoisoindoline. The preferred synthesis does depend on the methodology, and in two cases singly substituted adducts were formed. The single crystal X-ray structures show that, with the exception of the bis-naphthyl compound, the anti conformation is preferred, and that the ionizable hydrogen atom resides on an exocyclic nitrogen rather than the central isoindoline nitrogen atom. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.134

文献信息

• The syntheses and structures of bis(alkylimino)isoindolines
  作者：Ingrid-Suzy Tamgho、James T. Engle、Christopher J. Ziegler

  DOI：10.1016/j.tetlet.2013.08.134

  日期：2013.11

  In this Letter, we present a synthetic and structural study into bis-imino substituted diiminoisoindolines, which can be synthesized either via CaCl2 mediated reaction of phthalonitrile with primary amines, or via direct reaction of these amines with unsubstituted diiminoisoindoline. The preferred synthesis does depend on the methodology, and in two cases singly substituted adducts were formed. The single crystal X-ray structures show that, with the exception of the bis-naphthyl compound, the anti conformation is preferred, and that the ionizable hydrogen atom resides on an exocyclic nitrogen rather than the central isoindoline nitrogen atom. (C) 2013 Elsevier Ltd. All rights reserved.