7,7-dimethyl-4-(3'-nitrophenyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline

• 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: 7,7-dimethyl-4-(3'-nitrophenyl)-2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline
• 英文别名: 7,7-dimethyl-2,5-dioxo-4-(3'-nitrophenyl)-1,2,3,4,5,6,7,8-octahydroquinoline；4-{3-nitrophenyl}-7,7-dimethyl-4,6,7,8-tetrahydro-2,5(1H,3H)-quinolinedione；7,7-dimethyl-4-(3-nitrophenyl)-3,4,6,8-tetrahydro-1H-quinoline-2,5-dione
• 化学式: C₁₇H₁₈N₂O₄
• 分子量: 314.341
• InChiKey: WAOCMATXAGVRFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  92
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基-5,5-二甲基-2-环己烯-1-酮 、 2,2-二甲基-5-(3-硝基苄基亚基)-1,3-二恶烷-4,6-二酮 以81%的产率得到
  参考文献：
  名称：

  LIELBRIEDIS, I. EH.;KAMPARE, R. B.;DUBUR, G. YA., IZV. AN LATVSSR. CEP. XIM.,(1990) N, S. 212-216

  摘要：

  DOI：

文献信息

• An efficient and green synthesis of 1,4-dihydropyridine derivatives through multi-component reaction in ionic liquid
  作者：Xue Sen Fan、Yan Zhen Li、Xin Ying Zhang、Gui Rong Qu、Jian Ji Wang、Xue Yuan Hu

  DOI：10.1002/hc.20221

  日期：——

  Through multi-component condensation of aldehydes, 1,3-dione, Meldrum's acid, and ammonium acetate in an ionic liquid ([bmim][BF4]), a series of 1,4-dihydropyridine derivatives were prepared in excellent yields in the absence of any additional catalysts. In addition, [bmim][BF4] can be recovered and reused effectively for at least six times without obvious decrease of its efficiency. Advantages of

  通过醛、1,3-二酮、Meldrum 酸和醋酸铵在离子液体 ([bmim][BF4]) 中的多组分缩合，在不存在的情况下以优异的收率制备了一系列 1,4-二氢吡啶衍生物任何额外的催化剂。此外，[bmim][BF4]可以有效回收利用至少6次，其效率没有明显下降。这种新协议的优点包括操作流程简单、环境友好、效率高。© 2006 Wiley Periodicals, Inc. 杂原子化学 17:382–388, 2006; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20221
• Ionic liquid supported nanoporous silica (SBA-IL) as an efficient and heterogeneous catalyst in the domino synthesis of polyhydroquinoline derivatives
  作者：Ghodsi Mohammadi Ziarani、Leila Seyedakbari、Shima Asadi、Alireza Badiei、Marzieeh Yadavi

  DOI：10.1007/s11164-015-2036-z

  日期：2016.2

  A simple, efficient, and environmentally benign protocol for the synthesis of polyhydroquinoline derivatives was developed using a bio-compatible, heterogeneous, and recoverable mesoporous ionic liquid supported nanoporous silica as a nano-catalyst. The polyhydroquinoline derivatives were obtained by the four-component reaction of aldehyde, Meldrum’s acid, dimedone, and ammonium acetate in excellent yields .

  开发了一种简单、有效且环境友好的聚氢喹啉衍生物合成方案，采用生物兼容的、异质的、可回收的中孔离子液体支持的纳米多孔二氧化硅作为纳米催化剂。聚氢喹啉衍生物通过醛、梅尔德鲁姆酸、二甲酮和醋酸铵的四组分反应以优良的产率获得。
• One-Pot Synthesis of 1,4-Dihydropyridine Derivatives Catalyzed by Silica-Coated Magnetic NiFe2O4 Nanoparticles-Supported H14[NaP5W30O110]
  作者：B. Maleki、A. V. Mofrad、R. Tayebee、A. Khojastehnezhad、H. Alinezhad、E. Rezaei Seresht

  DOI：10.1134/s1070363217120325

  日期：2017.12

  Silica-coated magnetic NiFe2O4 nanoparticles-supported H-14[NaP5W30O110] (NiFe2O4@SiO2-H-14[NaP5W30O110]) was successfully synthesized and shown to be a versatile and highly efficient heterogeneous catalyst for one-pot multicomponent synthesis of 1,4-dihydropyridine derivatives under solvent-free condition. The synthesized catalyst can be magnetically recovered and reused four times without significant loss in catalytic efficiency.
• A joint experimental and theoretical structural study of novel substituted 2,5-dioxo-1,2,3,4,5,6,7,8-octahydroquinolines
  作者：Margarita Suárez、Estael Ochoa、Yamila Verdecia、Beatriz Pita、Lourdes Morán、Nazario Martín、Margarita Quinteiro、Carlos Seoane、JoséL Soto、Hector Novoa、Norbert Blaton、Oswald M Peters

  DOI：10.1016/s0040-4020(98)01078-3

  日期：1999.1

  A series of substituted 2,5-dioxo-1,2,3,4,5,5,7,8-octahydroquinolines have been synthesised from Meldrum's acid and dimedone in the presence of different aldehydes by following an approach similar to the one developed by Hantzch. The structure of these compounds has been thoroughly studied by X-ray crystallographic analysis and semiempirical (AM1) and ab initio (HF/3-21G) methods, and two favoured conformations are possible. A good agreement is found between the theoretical and experimental values. The most stable conformation (A) in the solid state is also that favoured in solution, according to the proton coupling constant determined from Karplus' and Altona's equations and H-1 NMR spectroscopic experiments. (C) 1998 Elsevier Science Ltd. All rights reserved.