(E)-1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(4-chlorophenyl)prop-2-en-1-one | 1256573-85-9

• 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-(4-chlorophenyl)prop-2-en-1-one
• CAS: 1256573-85-9
• 化学式: C₂₅H₁₇Cl₂NO
• 分子量: 418.322
• InChiKey: LCTAHPLEMDIDLD-NTEUORMPSA-N

物化性质

• 熔点：
  156-158 °C
• 沸点：
  595.3±50.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  29
• 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 、 4-氯苯甲醛 在 aluminum oxide 作用下， 反应 0.07h， 以74%的产率得到(E)-1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(4-chlorophenyl)prop-2-en-1-one
  参考文献：
  名称：

  高效微波辅助的6-氯-3-（3-芳基丙烯酰基）-2-甲基-4-苯基喹啉的生态合成及其转化为6-氯-3-（1-苯基-5-芳基-4,5） -二氢-1H-吡唑-3-基）-2-甲基-4-苯基喹啉

  摘要：

  通过微波辅助方法已经开发了一种环保的碱性氧化铝催化方案，用于合成一些新的喹啉基查耳酮。

  DOI：

  10.1002/jccs.201100162

文献信息

• An Efficient Microwave Assisted Eco-friendly Synthesis of 6-Chloro-3-(3-arylacryloyl)-2-methyl-4-phenylquinolines and their Conversion to 6-Chloro-3-(1-phenyl-5-aryl-4,5-dihydro-1H-pyrazol- 3-yl)-2-methyl-4-phenylquinolines
  作者：S. Sarveswari、V. Vijayakumar

  DOI：10.1002/jccs.201100162

  日期：2012.1

  An eco‐friendly basic alumina catalyzed protocol for the synthesis of some new quinolinyl chalcones has been developed by microwave assisted methods which in turn are converted to pyrazoline derivatives.

  通过微波辅助方法已经开发了一种环保的碱性氧化铝催化方案，用于合成一些新的喹啉基查耳酮。
• Green chemical approach: microwave assisted, titanium dioxide nanoparticles catalyzed, convenient and efficient C–C bond formation in the synthesis of highly functionalized quinolines and quinolinones
  作者：Shaik Mohammed Ghouse、Yadavalli Suneel Kumar、Jong Sung Jin、Jong-Pil Kim、Jong Seong Bae、Eun Hyuk Chung、Do Yeon Kim、Eun Kyung Jang、Fazlur-Rahman Nawaz Khan、Euh Duck Jeong

  DOI：10.1039/c4ra06772j

  日期：——

  Highly efficient titanium dioxide nanoparticles (TiO2 Nps) catalyzed, C–C bond formation under microwave irradiation and solventless conditions provided highly functionalized quinolines and quinolinones in excellent yields.

  高效的二氧化钛纳米颗粒（TiO 2 Nps）催化，在微波辐射和无溶剂条件下形成C–C键，从而以优异的收率提供了高度官能化的喹啉和喹啉酮。
• 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.