1,1'-(Propane-1,3-diyl)bis[3-benzoylquinoxalin-2(1h)-one]

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1'-(Propane-1,3-diyl)bis[3-benzoylquinoxalin-2(1h)-one]
• 英文别名: 3-benzoyl-1-[3-(3-benzoyl-2-oxoquinoxalin-1-yl)propyl]quinoxalin-2-one
• 化学式: C₃₃H₂₄N₄O₄
• 分子量: 540.578
• InChiKey: CFDOQTIPQHISNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  99.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,1'-(Propane-1,3-diyl)bis[3-benzoylquinoxalin-2(1h)-one] 、 邻苯二胺 在 溶剂黄146 作用下， 反应 1.0h， 以69%的产率得到1,3-bis[2-(3-phenylquinoxalin-2-yl)-1H-benzimidazol-1-yl]-propane
  参考文献：
  名称：

  Quinoxaline-benzimidazole rearrangement in the synthesis of benzimidazole-based podands

  摘要：

  Alkylation of 3-benzoylquinoxalin-2(1H)-one with 1,5-dibromo-3-oxapentane, 1,8-dibromo-3,6dioxaoctane, and alpha,omega-dihaloalkanes with different lengths of the polymethylene chain gave the corresponding quinoxaline podands. In the reaction with 1,2-dibromoethane, the N,O- rather than N,N'-alkylation product was obtained. The reaction of the obtained quinoxaline-based podands with benzene-1,2-diamine followed the quinoxaline-benzimidazole rearrangement pattern with formation of 2-(3-phenylquinoxalin-2-yl)benzimidazole-based podands.

  DOI：

  10.1134/s1070428006100241
• 作为产物：
  描述：

  1,3-二溴丙烷 、 3-benzoylquinoxalin-2(1H)-one 在 氢氧化钾 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.02h， 以50%的产率得到1,1'-(Propane-1,3-diyl)bis[3-benzoylquinoxalin-2(1h)-one]
  参考文献：
  名称：

  Quinoxaline-benzimidazole rearrangement in the synthesis of benzimidazole-based podands

  摘要：

  Alkylation of 3-benzoylquinoxalin-2(1H)-one with 1,5-dibromo-3-oxapentane, 1,8-dibromo-3,6dioxaoctane, and alpha,omega-dihaloalkanes with different lengths of the polymethylene chain gave the corresponding quinoxaline podands. In the reaction with 1,2-dibromoethane, the N,O- rather than N,N'-alkylation product was obtained. The reaction of the obtained quinoxaline-based podands with benzene-1,2-diamine followed the quinoxaline-benzimidazole rearrangement pattern with formation of 2-(3-phenylquinoxalin-2-yl)benzimidazole-based podands.

  DOI：

  10.1134/s1070428006100241

文献信息

• Quinoxaline-benzimidazole rearrangement in the synthesis of benzimidazole-based podands
  作者：V. A. Mamedov、A. A. Kalinin、A. T. Gubaidullin、E. A. Gorbunova、I. A. Litvinov

  DOI：10.1134/s1070428006100241

  日期：2006.10

  Alkylation of 3-benzoylquinoxalin-2(1H)-one with 1,5-dibromo-3-oxapentane, 1,8-dibromo-3,6dioxaoctane, and alpha,omega-dihaloalkanes with different lengths of the polymethylene chain gave the corresponding quinoxaline podands. In the reaction with 1,2-dibromoethane, the N,O- rather than N,N'-alkylation product was obtained. The reaction of the obtained quinoxaline-based podands with benzene-1,2-diamine followed the quinoxaline-benzimidazole rearrangement pattern with formation of 2-(3-phenylquinoxalin-2-yl)benzimidazole-based podands.