(E)-1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-phenylprop-2-en-1-one

• 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: (E)-1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-phenylprop-2-en-1-one
• 英文别名: (2E)-1-(6-Chloro-2-methyl-4-phenylquinolin-3-YL)-3-phenylprop-2-EN-1-one
• 化学式: C₂₅H₁₈ClNO
• 分子量: 383.877
• InChiKey: DWQBJFKWGYIHLM-NTCAYCPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-氯-3-乙酰基-2-甲基-4-苯基-喹啉 、 苯甲醛 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以92%的产率得到(E)-1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-phenylprop-2-en-1-one
  参考文献：
  名称：

  Synthesis, characterization of (3E)-1-(6-chloro-2-methyl-4-phenyl quinolin-3-Yl)-3-aryl prop-2-en-1-ones through IR, NMR, single crystal X-ray diffraction and insights into their electronic structure using DFT calculations

  摘要：

  3E-1-(6-Chloro-2-methyl-4-phenylquinolin-3-yl)-3-arylprop-2-en-1-ones were synthesized and characterized by FTIR, H-1 NMR, C-13 NMR, HSQC, DEPT-135. In addition the compound 3E-1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(2,5-dimethoxyphenyl)prop-2-en-1-one was subjected to the single crystal X-ray diffraction studies. Density functional theory calculations were carried out for this chalcone and its derivatives to investigate into their electronic structure, chemical reactivity, linear and non-linear optical properties. The structure predicted from DFT for chalcone is in good agreement with the structure from XRD measurement. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.09.124

文献信息

• Environmentally Friendly Nafion-Mediated Friedländer Quinoline Synthesis under Microwave Irradiation: Application to One-Pot Synthesis of Substituted Quinolinyl Chalcones
  作者：Cheng-Chung Wang、Chieh-Kai Chan、Chien-Yu Lai

  DOI：10.1055/s-0039-1690088

  日期：2020.6

  An efficient and eco-friendly synthetic route for Friedländer quinoline synthesis of polysubstituted quinolines is described. This green chemical method starts from various 2-aminobenzophenones and mono- or dicarbonyl synthons and uses reusable Nafion NR50 material as a solid catalyst in ethanol under microwave irradiation. The protocol has a high generality of functional groups and provides the desired

  描述了一种用于弗里德兰德喹啉合成多取代喹啉的有效而环保的合成途径。这种绿色化学方法从各种2-氨基二苯甲酮和单或二羰基合成子开始，并在微波辐射下使用可重复使用的Nafion NR50材料作为乙醇中的固体催化剂。该方案具有很高的官能团通用性，并以良好或优异的产率提供了所需的喹啉。通过单晶X射线衍射分析确认了一些结构。
• Synthesis, characterization of (3E)-1-(6-chloro-2-methyl-4-phenyl quinolin-3-Yl)-3-aryl prop-2-en-1-ones through IR, NMR, single crystal X-ray diffraction and insights into their electronic structure using DFT calculations
  作者：S. Sarveswari、A. Srikanth、N. Arul Murugan、V. Vijayakumar、Jerry P. Jasinski、Hanna C. Beauchesne、Ethan E. Jarvis

  DOI：10.1016/j.saa.2014.09.124

  日期：2015.2

  3E-1-(6-Chloro-2-methyl-4-phenylquinolin-3-yl)-3-arylprop-2-en-1-ones were synthesized and characterized by FTIR, H-1 NMR, C-13 NMR, HSQC, DEPT-135. In addition the compound 3E-1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(2,5-dimethoxyphenyl)prop-2-en-1-one was subjected to the single crystal X-ray diffraction studies. Density functional theory calculations were carried out for this chalcone and its derivatives to investigate into their electronic structure, chemical reactivity, linear and non-linear optical properties. The structure predicted from DFT for chalcone is in good agreement with the structure from XRD measurement. (C) 2014 Elsevier B.V. All rights reserved.