dimethyl 4,40-(1,4-phenylene)bis(2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate)

• 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: dimethyl 4,40-(1,4-phenylene)bis(2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate)
• 英文别名: 1,4-bis(3-methoxycarbonyl-1,4,5,6,7,8-hexahydro-2,7,7-trimethylquinoline-5-one-4-yl)benzene；1,4-bis(3-methoxylcarbonyl-1,4,5,6,7,8-hexahydro-5-oxo-2,7,7-trimethylquinolin-4-yl)benzene；Methyl 4-[4-(3-methoxycarbonyl-2,7,7-trimethyl-5-oxo-1,4,6,8-tetrahydroquinolin-4-yl)phenyl]-2,7,7-trimethyl-5-oxo-1,4,6,8-tetrahydroquinoline-3-carboxylate
• 化学式: C₃₄H₄₀N₂O₆
• 分子量: 572.701
• InChiKey: XXWWQLKKHGBFAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  对苯二甲醛 、 5,5-二甲基-1,3-环己二酮 、 乙酰乙酸甲酯 在 1-methylimidazolium trinitromethanide 、 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.3h， 以92%的产率得到dimethyl 4,40-(1,4-phenylene)bis(2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate)
  参考文献：
  名称：

  Synthesis of the first nano ionic liquid 1-methylimidazolium trinitromethanide {[HMIM]C(NO₂)₃} and its catalytic use for Hanztsch four-component condensation

  摘要：

  设计并全面表征了一种新颖、绿色且可重复使用的纳米离子液体及催化剂，即1-甲基咪唑三硝基甲烷盐{[HMIM]C(NO2)3}，通过1H NMR、13C NMR、IR、质谱、X射线衍射图谱(XRD)和透射电子显微镜(TEM)分析进行了表征。该催化剂在室温下、无溶剂和温和条件下成功应用于Hantzsch四组分反应，涉及各种芳香醛、1,3-二酮、β-酮酯和乙酸铵，得到了产率良好的多氢喹啉衍生物。在本文中，首次报道了一些产物。

  DOI：

  10.1039/c4ra09117e

文献信息

• Microwave-assisted synthesis of phenylenedi(4′,4“-tetrahydroquinoline) and di(4′,4”-tetrahydropyridine) derivatives
  作者：Shujiang Tu、Fang Fang、Songlei Zhu、Tuanjie Li、Xiaojing Zhang、Qiya Zhuang、Shuijun Ji、Yong Zhang

  DOI：10.1002/jhet.5570420105

  日期：2005.1

  The synthesis of bifunctional pyridine and quinolione derivatives were investigated using terephthalic and isophthalic aldehydes as a precursor. The reaction proceeds under microwave irradiation with good yield (70–92%) and short reaction time (7–9 min.). We provide a rapid and efficient method of synthesizing a range of bifunctional monocyclic and bicyclic products related to 1,4-dihydropyridines

  以对苯二甲酸和间苯二甲酸醛为前体，研究了双官能吡啶和喹啉酮衍生物的合成。该反应在微波辐射下进行，收率良好（70-92％），反应时间短（7-9分钟）。我们提供了一种快速有效的方法，可以合成与1,4-二氢吡啶（1,4-DHPs）相关的一系列双功能单环和双环产品。
• New potential calcium channel modulators: design and synthesis of compounds containing two pyridine, pyrimidine, pyridone, quinoline and acridine units under microwave irradiation
  作者：Shujiang Tu、Chunbao Miao、Fang Fang、Feng Youjian、Tuanjie Li、Qiya Zhuang、Xiaojing Zhang、Songlei Zhu、Daqing Shi

  DOI：10.1016/j.bmcl.2003.12.092

  日期：2004.3

  The synthesis of bifunctional pyridine, pyrimidine, pyridone, quinoline and acridine derivatives was investigated using dialdehyde as a precursor. A rapid and efficient method was developed for the synthesis of a range of bifunctional monocyclic, bicyclic and tricyclic products related to 1,4-DHPs with the aim of finding new classes of biologically active compounds.

  以二醛为前驱体研究了双功能吡啶，嘧啶，吡啶酮，喹啉和a啶衍生物的合成。为了发现新型的生物活性化合物，开发了一种快速有效的方法来合成一系列与1,4-DHPs有关的双功能单环，双环和三环产品。
• Synthesis of Bis‐1,4‐Dihydropyridine Derivatives
  作者：Songlei Zhu、Shujang Tu、Yuan Gao、Chunbao Miao、Tuanjie Li、Xiaojing Zhang、Fang Fang、Daqing Shi

  DOI：10.1081/scc-200054183

  日期：2005.4.1

  Abstract A series of bis‐1,4‐dihydropyridine derivatives were synthesized by the reaction of p‐phenylenedialdehyde or m‐phenylenedialdehyde and active methylene compounds.

  摘要 通过对苯二醛或间苯二醛与活性亚甲基化合物反应合成了一系列双1,4-二氢吡啶衍生物。
• Synthesis of the first nano ionic liquid 1-methylimidazolium trinitromethanide {[HMIM]C(NO₂)₃} and its catalytic use for Hanztsch four-component condensation
  作者：Mohammad Ali Zolfigol、Saeed Baghery、Ahmad Reza Moosavi-Zare、Seyed Mohammad Vahdat、Heshmatollah Alinezhad、Mohammad Norouzi

  DOI：10.1039/c4ra09117e

  日期：——

  A novel, green and reusable nano ionic liquid and catalyst, namely 1-methylimidazolium trinitromethanide [HMIM]C(NO2)3}, was designed and fully characterized by 1H NMR, 13C NMR, IR, mass, X-ray diffraction patterns (XRD) and Transmission electron microscopy (TEM) analysis. The catalytic application of the presented catalyst was successfully tested on the Hantzsch four-component reaction of various aromatic aldehydes, 1,3-dione, β-ketoester and ammonium acetate at room temperature under solvent-free and mild conditions to give the polyhydroquinoline derivatives in good to excellent yields. In the presented work, some products have been reported for the first time.

  设计并全面表征了一种新颖、绿色且可重复使用的纳米离子液体及催化剂，即1-甲基咪唑三硝基甲烷盐[HMIM]C(NO2)3}，通过1H NMR、13C NMR、IR、质谱、X射线衍射图谱(XRD)和透射电子显微镜(TEM)分析进行了表征。该催化剂在室温下、无溶剂和温和条件下成功应用于Hantzsch四组分反应，涉及各种芳香醛、1,3-二酮、β-酮酯和乙酸铵，得到了产率良好的多氢喹啉衍生物。在本文中，首次报道了一些产物。