(4E)-4-[(4-nitrophenyl)methylidene]-2-phenylisoquinoline-1,3-dione | 1224937-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: (4E)-4-[(4-nitrophenyl)methylidene]-2-phenylisoquinoline-1,3-dione
• CAS: 1224937-54-5
• 化学式: C₂₂H₁₄N₂O₄
• 分子量: 370.364
• InChiKey: QOKLSKMUKYSXHM-XSFVSMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4E)-4-[(4-nitrophenyl)methylidene]-2-phenylisoquinoline-1,3-dione 、 N-hydroxy-4-methylbenzenecarboximidoyl chloride 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 48.25h， 以63%的产率得到(RS,SR)-spiro[4-(p-nitrophenyl)-3-(p-tolyl)isoxazoline-5,4'-(2'-phenylisoquinoline-1',3'-dione)]
  参考文献：
  名称：

  Regioselective Synthesis and Structure of New Spiro-isoquinolinedione Derivatives

  摘要：

  New spiro-isoquinolinoisoxazolines were prepared by regioselective 1,3-dipolar cycloaddition of 4-arylidene-isoquinoline-1,3-dione derivatives 1a-d with arylnitrile oxides 2e-g. In all cases, two regioisomers 3ae-dg and 4ae-dg were isolated with comparable ratios. Regioselectivity was established by unambiguous structural NMR assignments and X-ray diffraction analysis.

  DOI：

  10.3987/com-09-11874
• 作为产物：
  描述：

  N-phenylhomophthalimide 、 对硝基苯甲醛 在 哌啶 作用下， 以 氯仿 为溶剂， 生成 (4E)-4-[(4-nitrophenyl)methylidene]-2-phenylisoquinoline-1,3-dione
  参考文献：
  名称：

  Regioselective Synthesis and Structure of New Spiro-isoquinolinedione Derivatives

  摘要：

  New spiro-isoquinolinoisoxazolines were prepared by regioselective 1,3-dipolar cycloaddition of 4-arylidene-isoquinoline-1,3-dione derivatives 1a-d with arylnitrile oxides 2e-g. In all cases, two regioisomers 3ae-dg and 4ae-dg were isolated with comparable ratios. Regioselectivity was established by unambiguous structural NMR assignments and X-ray diffraction analysis.

  DOI：

  10.3987/com-09-11874

文献信息

• New <i>N</i>-Substituted (<i>E</i>)-4-Arylidene Isoquinoline-1,3-dione Derivatives: NMR Spectroscopic Investigation and Antibacterial Activity
  作者：Nafâa Jegham、Najeh Tka、Yakdhane Kacem、Béchir Ben Hassine

  DOI：10.1080/00397911.2011.581792

  日期：2012.11.15

  New N-substituted 4-arylidene-isoquinoline-1,3-dione derivatives were obtained as one geometrical isomer by aldol condensation of the appropriate aldehyde and the corresponding N-substituted homophthalimides. The structural elucidation of compounds 3a-h was established by infrared and NMR spectroscopy including H-1, C-13, CH CORR, and distortionless enhancement by polarization transfer measurements. Compounds 3d-h were evaluated for their antibacterial activity against some strains of bacteria using the disc diffusion method and microdilution tests.