(E,E)-N²,N^2'-Di-(p-tolyl)-N¹,N^1'-di[(R)-1-phenylethyl]-oxalamidin

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E,E)-N²,N^2'-Di-(p-tolyl)-N¹,N^1'-di[(R)-1-phenylethyl]-oxalamidin
• 英文别名: 1-N,2-N-bis(4-methylphenyl)-1-N',2-N'-bis[(1R)-1-phenylethyl]ethanediimidamide
• 化学式: C₃₂H₃₄N₄
• 分子量: 474.649
• InChiKey: VSQPXAOSEZHHEW-CLJLJLNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  48.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  硫光气 、 (E,E)-N²,N^2'-Di-(p-tolyl)-N¹,N^1'-di[(R)-1-phenylethyl]-oxalamidin 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到1-[(R)-1-Phenylethyl]-4-[(R)-1-phenylethylimino]-3-(p-tolyl)-5-(p-tolylimino)-imidazolidin-2-thion
  参考文献：
  名称：

  Doering, Manfred; Fehling, Peer; Goerls, Helmar, Advanced Synthesis and Catalysis, 1999, vol. 341, # 8, p. 748 - 756

  摘要：

  DOI：
• 作为产物：
  描述：

  R(+)-alpha-甲基苄胺 、 N,N'-bis(4-methylphenyl)ethanediimidoyl dichloride 在 TEA 作用下， 以 甲苯 为溶剂， 以96%的产率得到(E,E)-N²,N^2'-Di-(p-tolyl)-N¹,N^1'-di[(R)-1-phenylethyl]-oxalamidin
  参考文献：
  名称：

  Zur Aminolyse von Bis-Imidoylchloriden der Oxals�ure. I. Umsetzung mit aromatischen und aliphatischen Aminen

  摘要：

  The reaction between bis-imidoylchlorides 2 derived from oxalic acid and several aromatic and aliphatic amines was investigated. While primary aromatic amines need a thermical activation by refluxing, primary aliphatic amines give mainly at room temperature the amidines 3 in moderatly up to good yields.Proceeding from enantiomeric pure amines e.g. (R)- or (S)-1-phenethylamine the new homochiral oxalic amidines 3y and 3z with C-2-symmetry were obtained. Several secondary amines react with the bis-imidoylchloride 2a to give via intramolecular cycloacylation derivatives of isatine. The new synthesized amidines 3 perform systems with a strong molecular dynamic like prototropie and E/Z-interconversion. All new compounds described were characterized by elemental analysis and spectroscopic methods.

  DOI：

  10.1002/prac.19953370130

文献信息

• Zur Aminolyse von Bis-Imidoylchloriden der Oxals�ure. I. Umsetzung mit aromatischen und aliphatischen Aminen
  作者：Dirk Lindauer、Rainer Beckert、Manfred D�ring、Peer Fehling、Helmar G�rls

  DOI：10.1002/prac.19953370130

  日期：——

  The reaction between bis-imidoylchlorides 2 derived from oxalic acid and several aromatic and aliphatic amines was investigated. While primary aromatic amines need a thermical activation by refluxing, primary aliphatic amines give mainly at room temperature the amidines 3 in moderatly up to good yields.Proceeding from enantiomeric pure amines e.g. (R)- or (S)-1-phenethylamine the new homochiral oxalic amidines 3y and 3z with C-2-symmetry were obtained. Several secondary amines react with the bis-imidoylchloride 2a to give via intramolecular cycloacylation derivatives of isatine. The new synthesized amidines 3 perform systems with a strong molecular dynamic like prototropie and E/Z-interconversion. All new compounds described were characterized by elemental analysis and spectroscopic methods.
• Doering, Manfred; Fehling, Peer; Goerls, Helmar, Advanced Synthesis and Catalysis, 1999, vol. 341, # 8, p. 748 - 756
  作者：Doering, Manfred、Fehling, Peer、Goerls, Helmar、Imhof, Wolfgang、Beckert, Rainer、Lindauer, Dirk

  DOI：——

  日期：——