1-butyl-2-(4-hydroxy-3-methoxyphenyl)-6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,3-dihydropyridin-4-one | 1030900-38-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1-butyl-2-(4-hydroxy-3-methoxyphenyl)-6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,3-dihydropyridin-4-one
• CAS: 1030900-38-9
• 化学式: C₂₅H₂₉NO₅
• 分子量: 423.509
• InChiKey: LCMNCSZFQVXJTE-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  79.2
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  curcumin 、 正丁胺 在 montmorillonite K-10 作用下， 反应 0.03h， 生成 1-butyl-2-(4-hydroxy-3-methoxyphenyl)-6-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,3-dihydropyridin-4-one
  参考文献：
  名称：

  Formation and temporal evolution of diffraction ring patterns in a newly prepared dihydropyridone

  摘要：

  A dihydropyridone has been prepared from butylamine and curcumin. A theoretical DFT study was conducted to determine the most stable conformer of the studied molecule (among three conformers) using the B3LYP/6-311 +G(d,p) level of theory. This is assisted by the prediction of the C-13 NMR chemical shifts of the conformers which then correlated with the observed C-13 NMR chemical shifts. A TD-DFT study was conducted to analyze the electronic spectrum of the most stable conformer in order to determine the transitions responsible for the longer band in the electronic spectrum of the molecule. As well the frontier orbitals in the most stable conformer were analyzed to establish the density of donor and acceptor sites in the molecule that may be responsible for the nonlinear optical (NLO) properties of the studied molecule. Diffraction ring patterns were observed as a result of the use of visible. 473 nm, low power single mode laser beam traversed a thin cell containing solution of dihydropyridone. The nonlinear refractive index, n(2), was determined based on the number of diffraction rings per a pattern observed and by the Z-scan technique and both results are compared. The upward convection heat effect appears to be responsible for the asymmetries observed in the diffraction ring patterns. The use of convergent and divergent laser beams has led to new types of diffraction ring patterns. Temporal evolution of each diffraction ring patterns was registered. The diffraction ring patterns experimentally obtained are numerically calculated using the Fresnel-Kirchhoff diffraction integral, with good qualitative and reasonable quantitative agreements. (C) 2019 Published by Elsevier B.V.

  DOI：

  10.1016/j.saa.2019.117297

文献信息

• Microwave-assisted synthesis of dihydropyridones from curcumin
  作者：Rita S. Elias、Bahjat A. Saeed、Kawkab Y. Saour、Najim A. Al-Masoudi

  DOI：10.1016/j.tetlet.2008.03.064

  日期：2008.5

  Dihydropyridones were prepared by microwave-assisted reaction between curcurnin and primary amines or their acetates in the presence of Montmorillonite (K-10) as a catalyst. The reaction was complete within a few minutes and the yield depends on the amine used. (C) 2008 Elsevier Ltd. All rights reserved.