6,6'-dichloro-4,4'-diphenyl-2,3'-biquinolin-2'(1'H)-one | 304446-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6,6'-dichloro-4,4'-diphenyl-2,3'-biquinolin-2'(1'H)-one
• 英文别名: 6-chloro-3-(6-chloro-4-phenylquinolin-2-yl)-4-phenylquinolin-2(1H)-one；6,6'-Dichloro-4,4'-diphenyl-1'H-(2,3')biquinolinyl-2'-one；6-chloro-3-(6-chloro-4-phenylquinolin-2-yl)-4-phenyl-1H-quinolin-2-one
• CAS: 304446-45-5
• 化学式: C₃₀H₁₈Cl₂N₂O
• mdl: MFCD00222157
• 分子量: 493.392
• InChiKey: PWIYFYQOUAVCDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(6-氯-2-羟基-4-苯基-喹啉-3-基)-乙酮 、 2-氨基-5-氯二苯甲酮 在 montmorillonite K-10 作用下， 以 neat (no solvent) 为溶剂， 反应 0.07h， 以91%的产率得到6,6'-dichloro-4,4'-diphenyl-2,3'-biquinolin-2'(1'H)-one
  参考文献：
  名称：

  Microwave-assisted solid acid-catalyzed synthesis of quinolinyl quinolinones and evaluation of their antibacterial, antioxidant activities

  摘要：

  微波辅助蒙脱石K-10催化Friedlander合成喹啉基喹啉酮的方法已被开发。这种高效、环保的催化剂以及产品分离的便捷性使该过程成为合成目标杂环化合物的有吸引力的替代方案。合成的产物通过FTIR、1H NMR、13C NMR和质谱技术得到了确认。所有合成的化合物均显示出与标准氨苄西林相似的良好抗菌活性以及增强的抗氧化活性。

  DOI：

  10.1007/s11164-014-1575-z

文献信息

• A Convenient Method of Facilitating Aryl–Aryl Bond-Formation Reactions in the Synthesis of Biquinoline- and Quinoline-Bearing Chromene Derivatives
  作者：Palathurai Mohan、Mathan Sankaran、Kumarasamy Chandraprakash、Chokkalingam Uvarani、Kailasam Vennila、Devadasan Velmurugan

  DOI：10.1055/s-0032-1317488

  日期：——

  A method to derive functionalized biquinoline- and quinoline-bearing chromene bicyclic systems through aryl-aryl bond formation in a one-pot synthesis is described. The X-ray structure analysis provides insight into the mode of orientation of the molecules and opens the way to the synthesis of various hybrid molecules by making use of suitable substituents at R-1, R-2, and R-3.
• Microwave-assisted solid acid-catalyzed synthesis of quinolinyl quinolinones and evaluation of their antibacterial, antioxidant activities
  作者：R. Subashini、Gangadhara Angajala、Kadirappa Aggile、F. Nawaz Khan

  DOI：10.1007/s11164-014-1575-z

  日期：2015.7

  Microwave-assisted montmorillonite K-10-catalyzed Friedlander synthesis of quinolinylquinolinones has been developed. The efficient and eco-friendly catalyst along with the convenience of the product isolation make this process an attractive alternative for the synthesis of target heterocycles. The synthesized products were confirmed by FTIR, 1H NMR, 13C NMR, and mass spectroscopic techniques. All the synthesized compounds showed good antibacterial property similar to standard Ampicillin and enhanced antioxidant activity.

  微波辅助蒙脱石K-10催化Friedlander合成喹啉基喹啉酮的方法已被开发。这种高效、环保的催化剂以及产品分离的便捷性使该过程成为合成目标杂环化合物的有吸引力的替代方案。合成的产物通过FTIR、1H NMR、13C NMR和质谱技术得到了确认。所有合成的化合物均显示出与标准氨苄西林相似的良好抗菌活性以及增强的抗氧化活性。