4-(3'-nitrophenyl)-7,7-dimethyl-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline-3-carboxylic acid ethyl ester | 1412500-33-4

• 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: 4-(3'-nitrophenyl)-7,7-dimethyl-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline-3-carboxylic acid ethyl ester
• 英文别名: ethyl 7,7-dimethyl-4-(3-nitrophenyl)-2,5-dioxo-3,4,6,8-tetrahydro-1H-quinoline-3-carboxylate
• CAS: 1412500-33-4
• 化学式: C₂₀H₂₂N₂O₆
• 分子量: 386.404
• InChiKey: CXZBCRVCLJPDOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 5,5-二甲基-1,3-环己二酮 、 丙二酸二乙酯 在 zinc(II) oxide 、 ammonium acetate 作用下， 以 水 为溶剂， 反应 2.5h， 以90%的产率得到4-(3'-nitrophenyl)-7,7-dimethyl-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  ZnO在水中的高效催化剂一锅四组分合成某些新型八氢喹啉二酮

  摘要：

  ZnO被证明是廉价，有效，易于获得且温和的催化剂，用于使用丙二酸二乙酯，二甲酮，乙酸铵和适当的芳族醛进行一锅四组分合成某些新型八氢喹啉二酮-3-羧酸乙酯。回流水。ZnO用作可循环利用的非均相催化剂，可在较短的反应时间内以优异的收率提供产物。

  DOI：

  10.1016/j.tetlet.2012.09.053

文献信息

• Nuclear magnetic resonance, vibrational spectroscopic studies, physico-chemical properties and computational calculations on (nitrophenyl) octahydroquinolindiones by DFT method
  作者：M.A. Pasha、Aisha Siddekha、Soni Mishra、Sadeq Hamood Saleh Azzam、S. Umapathy

  DOI：10.1016/j.saa.2014.09.021

  日期：2015.2

  In the present study, 2'-nitrophenyloctahydroquinolinedione and its 3'-nitrophenyl isomer were synthesized and characterized by FT-IR, FT-Raman, H-1 NMR and C-13 NMR spectroscopy. The molecular geometry, vibrational frequencies, H-1 and C-13 NMR chemical shift values of the synthesized compounds in the ground state have been calculated by using the density functional theory (DFT) method with the 6-311++G (d,p) basis set and compared with the experimental data. The complete vibrational assignments of wave numbers were made on the basis of potential energy distribution using GAR2PED programme. Isotropic chemical shifts for H-1 and C-13 NMR were calculated using gauge-invariant atomic orbital (GIAO) method. The experimental vibrational frequencies, H-1 and C-13 NMR chemical shift values were found to be in good agreement with the theoretical values. On the basis of vibrational analysis, molecular electrostatic potential and the standard thermodynamic functions have been investigated. (C) 2014 Elsevier B.V. All rights reserved.
• One-pot four-component synthesis of some novel octahydroquinolindiones using ZnO as an efficient catalyst in water
  作者：Sadeq Hamood Saleh Azzam、Aisha Siddekha、M.A. Pasha

  DOI：10.1016/j.tetlet.2012.09.053

  日期：2012.11

  shown to be an inexpensive, efficient, readily available, and mild catalyst for a one-pot four-component synthesis of some novel octahydroquinolindione-3-carboxylic acid ethyl esters using diethylmalonate, dimedone, ammonium acetate, and appropriate aromatic aldehydes in water at reflux. ZnO acts as a recyclable heterogeneous catalyst to afford the products in excellent yield in short reaction duration

  ZnO被证明是廉价，有效，易于获得且温和的催化剂，用于使用丙二酸二乙酯，二甲酮，乙酸铵和适当的芳族醛进行一锅四组分合成某些新型八氢喹啉二酮-3-羧酸乙酯。回流水。ZnO用作可循环利用的非均相催化剂，可在较短的反应时间内以优异的收率提供产物。