diethyl 2,6-dimethyl-4-(3,4-dichlorophenyl)-3,5-pyridinedicarboxylate | 4408-97-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: diethyl 2,6-dimethyl-4-(3,4-dichlorophenyl)-3,5-pyridinedicarboxylate
• 英文别名: diethyl 4-(3,4-dichlorophenyl)-2,6-dimethylpyridine-3,5-dicarboxylate
• CAS: 4408-97-3
• 化学式: C₁₉H₁₉Cl₂NO₄
• 分子量: 396.27
• InChiKey: FOUKCBPVACJRDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  diethyl-4-(3,4-dichlorophenyl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate 在 potassium permanganate 、 溶剂黄146 作用下， 反应 3.0h， 生成 diethyl 2,6-dimethyl-4-(3,4-dichlorophenyl)-3,5-pyridinedicarboxylate
  参考文献：
  名称：

  One-Pot Synthesis and Aromatization of 1,4-Dihydropyridines in Refluxing Water

  摘要：

  采用环境友好的方法合成了一系列1,4-二氢吡啶化合物，通过在水回流条件下使醛与乙酰乙酸酯或乙酰丙酮和乙酸铵反应制得。随后，这些形成的1,4-二氢吡啶在同一釜中通过三氯化铁或高锰酸钾氧化，转化为相应的吡啶衍生物。

  DOI：

  10.1055/s-2005-870022

文献信息

• Multicomponent Domino Cyclization-Oxidative Aromatization on a Bifunctional Pd/C/K-10 Catalyst: An Environmentally Benign Approach toward the Synthesis of Pyridines
  作者：Béla Török、Omar De Paolis、Jonathan Baffoe、Shainaz Landge

  DOI：10.1055/s-0028-1083177

  日期：——

  A one-pot synthesis of substituted pyridines via a domino cyclization-oxidative aromatization (dehydrogenation) approach is described. The process is based on the use of a new bifunctional noble metal-solid acid catalyst, Pd/C/K-10 montmorillonite and microwave irradiation. The cyclization readily takes place on the strong solid acid while palladium dehydrogenates the dihydropyridine intermediates to the desired products.

  描述了一种通过多步环化-氧化芳构化（脱氢）方法合成取代吡啶的一锅法。该过程基于一种新型双功能贵金属-固体酸催化剂Pd/C/K-10蒙脱石和微波辐射的使用。环化反应在强固体酸上顺利进行，而钯则将二氢吡啶中间体脱氢转化为所需产物。
• Oxidative aromatization of Hantzsch 1,4-dihydropyridines by sodium chlorite
  作者：Xiali Liao、Wenbin Lin、Jun Lu、Chun Wang

  DOI：10.1016/j.tetlet.2010.05.091

  日期：2010.7

  Hantzsch 1,4-dihydropyridines were converted to the corresponding pyridines efficiently by sodium chlorite under mild conditions in excellent yields.

  在温和的条件下，亚氯酸钠可有效地将Hantzsch 1,4-二氢吡啶有效转化为相应的吡啶，并具有优异的收率。
• Synthesis of Pyridines by Anodic Oxidation of 1,4-Dihydropyridines
  作者：Zhen Yang、Binxiang Wang、Hongwen Hu、Shimin Zhu

  DOI：10.1080/00397919808004416

  日期：1998.9

  at platinum electrode using controlled potential electrolysis. On the bases of electroanalytical results the electrochemical oxidation mechanism of 1,4-dihydropyridines could be designed ECEC process. As a result of two-electron oxidation corresponding pyridines were obtained in yields ranging from 85%–92%. The advantages of electrochemical synthesis of pyridine derivatives are simple reaction condition

  摘要 在乙腈-四丁基高氯酸铵电解液中，采用可控电位电解法在铂电极上对一系列1,4-二氢吡啶进行阳极氧化。基于电分析结果，可以设计1,4-二氢吡啶的电化学氧化机理ECEC过程。由于双电子氧化，相应的吡啶以 85%–92% 的产率获得。电化学合成吡啶衍生物的优点是反应条件简单、成本低、产品纯度高。
• Aromatization of 1,4-dihydropyridines with selenium dioxide
  作者：Xiao-hua Cai、Hai-jun Yang、Guo-lin Zhang

  DOI：10.1139/v05-058

  日期：2005.3.1

  1,4-Dihydropyridines were aromatized to corresponding pyridines using stoichiometric selenium dioxide at ambient temperature in a yield of 87%~98%.Key words: 1,4-dihydropyridines, aromatization, oxidation, pyridine derivatives, selenium dioxide.

  1,4-二氢吡啶在常温下用化学计量的二氧化硒芳构化为相应的吡啶，产率为87%~98%。关键词：1,4-二氢吡啶，芳构化，氧化，吡啶衍生物，二氧化硒。
• The Aromatization of Hantzsch 1,4-Dihydropyridines by Tetrakis-Pyridine Cobalt (II) Dichromate (TPCD)
  作者：Bingxiang Wang、Yuefei Hu、Hongwen Hu

  DOI：10.1080/00397919908085893

  日期：1999.12.1

  Aromatization of Hantzsch 1,4-dihydropyridines (1a-n) were promoted by tetrakis-pyridine cobalt (II) dichromate to yield corresponding pyridine derivatives (2a-n) in moderate to high yields (70-87%). The reaction was carried out under mild and convenient conditions.