Diethylene-N',N''-bisapart-(N-phenyl)diimide | 28733-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: Diethylene-N',N''-bisapart-(N-phenyl)diimide
• 英文别名: N²,N^2':N²,N^2'-Diethylenebis-N¹-phenylaspartimid；1,1'-diphenyl-3,3'-piperazine-1,4-diyl-bis-pyrrolidine-2,5-dione；3,3'-Piperazine-1,4-diylbis(1-phenylpyrrolidine-2,5-dione)；3-[4-(2,5-dioxo-1-phenylpyrrolidin-3-yl)piperazin-1-yl]-1-phenylpyrrolidine-2,5-dione
• CAS: 28733-22-4
• 化学式: C₂₄H₂₄N₄O₄
• 分子量: 432.479
• InChiKey: JMZMOIGUGYEDAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  哌嗪 、 5-溴-2-呋喃甲醛 、 N-苯基马来酰亚胺 在 三乙胺 、 magnesium sulfate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 22.0h， 以22%的产率得到7-[4-(2,5-Dioxo-1-phenylpyrrolidin-3-yl)piperazin-1-yl]-1,3-dioxo-2-phenylisoindole-4-carbaldehyde
  参考文献：
  名称：

  From Furans to Anilines:  Toward One-Pot Two-Step Amination/Diels−Alder Sequences

  摘要：

  Selective metal-free amination and Diels-Alder reactions are described in the furan series, leading to polysubstituted anilines or to stable oxabicyclic adducts in high yield. Interestingly, anilines are conveniently prepared through a novel one-pot, two-step amination/Diels-Alder procedure from commercially available 5-bromo-2-furaldehyde.

  DOI：

  10.1021/jo7024916

文献信息

• From Furans to Anilines:  Toward One-Pot Two-Step Amination/Diels−Alder Sequences
  作者：Raouf Medimagh、Sylvain Marque、Damien Prim、Saber Chatti、Hédi Zarrouk

  DOI：10.1021/jo7024916

  日期：2008.3.1

  Selective metal-free amination and Diels-Alder reactions are described in the furan series, leading to polysubstituted anilines or to stable oxabicyclic adducts in high yield. Interestingly, anilines are conveniently prepared through a novel one-pot, two-step amination/Diels-Alder procedure from commercially available 5-bromo-2-furaldehyde.