N-benzyl-1,2,3,4-tetrahydroquinolinequinone-5,8-dione | 135831-91-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-benzyl-1,2,3,4-tetrahydroquinolinequinone-5,8-dione
• 英文别名: 1-benzyl-3,4-dihydro-2H-benzo[g]quinoline-5,10-dione
• CAS: 135831-91-3
• 化学式: C₂₀H₁₇NO₂
• 分子量: 303.36
• InChiKey: BQJVAUGELHVTFS-UHFFFAOYSA-N

物化性质

• 沸点：
  493.5±45.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-benzyl-1,2,3,4-tetrahydroquinolinequinone-5,8-dione 在 palladium on activated charcoal 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以94%的产率得到1,2,3,4-tetrahydro-benzo[g]quinoline-5,10-dione
  参考文献：
  名称：

  Synthesis of quinolinoquinones and 1,2,3,4-tetrahydroquinolinoquinones via cyclobutenediones

  摘要：

  N-Benzyl-1,2,3,4-tetrahydrocyclobuta[b]pyridine-5,6-dione is easily synthesized and functions as a synthetic equivalent of the unstable pyridiocyclobutenedione. Regiospecific introduction of unsaturated nucleophiles at the more reactive carbonyl group, followed by thermolysis in xylene in vessels open to air, rapidly establishes the tetrahydroquinolinequinone system which can be oxidized to the corresponding quinolinequinone with 2,3-dichloro-5,6-dicyanoquinone.

  DOI：

  10.1021/jo00022a031
• 作为产物：
  描述：

  N-benzyl-1,2,3,4-tetrahydro-6-hydroxy-6-phenylcyclobutapyridin-5-one 以 邻二甲苯 为溶剂， 反应 2.0h， 以89%的产率得到N-benzyl-1,2,3,4-tetrahydroquinolinequinone-5,8-dione
  参考文献：
  名称：

  Synthesis of quinolinoquinones and 1,2,3,4-tetrahydroquinolinoquinones via cyclobutenediones

  摘要：

  N-Benzyl-1,2,3,4-tetrahydrocyclobuta[b]pyridine-5,6-dione is easily synthesized and functions as a synthetic equivalent of the unstable pyridiocyclobutenedione. Regiospecific introduction of unsaturated nucleophiles at the more reactive carbonyl group, followed by thermolysis in xylene in vessels open to air, rapidly establishes the tetrahydroquinolinequinone system which can be oxidized to the corresponding quinolinequinone with 2,3-dichloro-5,6-dicyanoquinone.

  DOI：

  10.1021/jo00022a031