2,6-dimethyl-N(3),N(5),4-triphenyl-1,4-dihydropyridine-3,5-dicarboxamide | 53274-30-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-dimethyl-N(3),N(5),4-triphenyl-1,4-dihydropyridine-3,5-dicarboxamide
• 英文别名: 2,6-Dimethyl-N,N',4-triphenyl-1,4-dihydropyridine-3,5-dicarboxamide；2,6-dimethyl-3-N,5-N,4-triphenyl-1,4-dihydropyridine-3,5-dicarboxamide
• CAS: 53274-30-9
• 化学式: C₂₇H₂₅N₃O₂
• 分子量: 423.514
• InChiKey: MPCYBPNOLBTPOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  70.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-dimethyl-N(3),N(5),4-triphenyl-1,4-dihydropyridine-3,5-dicarboxamide 在 氧气 作用下， 以 乙腈 为溶剂， 150.0 ℃ 、1.0 MPa 条件下， 反应 0.5h， 以99%的产率得到2,6-dimethyl-3-N,5-N,4-triphenylpyridine-3,5-dicarboxamide
  参考文献：
  名称：

  Microwave Heating in Conjunction with UV Irradiation: a Tool for the Oxidation of 1,4-Dihydropyridines to Pyridines

  摘要：

  微波加热用于制备 1,4-二氢吡啶，然后结合紫外线照射，将 1,4-二氢吡啶高效氧化为吡啶。氧化反应在密封容器中进行，使用氧气作为氧化剂，无极放电灯作为辐照源。

  DOI：

  10.1071/ch08414
• 作为产物：
  描述：

  苯甲醛 、 N-乙酰乙酰苯胺 在 ammonium hydroxide 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以94%的产率得到2,6-dimethyl-N(3),N(5),4-triphenyl-1,4-dihydropyridine-3,5-dicarboxamide
  参考文献：
  名称：

  通过SO2-4 / SnO2催化的Hantzsch反应合成二氢吡啶的有效过程

  摘要：

  硫酸化的氧化锡（STO）被确立为通过Hantzsch反应一步合成二氢吡啶衍生物的令人敬佩的非均相催化剂。该合成方法主要在STO存在下作为非均相固体催化剂使用。STO催化的Hantzsch反应在80°C的乙腈中提供良好的收率（90–94％）。通过高分辨率质谱（HRMS），傅立叶变换红外光谱（FTIR），1 H和13 C-NMR以及光谱数据对合成的标题化合物进行表征和确认。

  DOI：

  10.1002/jccs.202000264

文献信息

• 1,4-Dihydropyridine charge control agents for electrostatographic toners and developers
  申请人：EASTMAN KODAK COMPANY

  公开号：EP1109070A2

  公开（公告）日：2001-06-20

  A charge control agent is disclosed selected from the group consisting of 1,4-dihydropyridines having the following general structure: where R1, R2, R3, R4, R5, X, and Z are defined in the specification. These compounds are useful in electrostatographic toners and developers.

  本发明公开了一种电荷控制剂，它选自具有以下一般结构的 1,4-二氢吡啶类： 其中 R1、R2、R3、R4、R5、X 和 Z 的定义见说明书。这些化合物适用于电致发光调色剂和显影剂。
• Zn-VCO3 hydrotalcite: A highly efficient and reusable heterogeneous catalyst for the Hantzsch dihydropyridine reaction
  作者：Ramakanth Pagadala、Suresh Maddila、Venkata D.B.C. Dasireddy、Sreekantha B. Jonnalagadda

  DOI：10.1016/j.catcom.2013.11.012

  日期：2014.2

  The Zn-VCO3 hydrotalcite was found to be an excellent solid catalyst for the one-pot synthesis of triphenylpyridine-3,5-dicarboxamide via Hantzsch reaction of acetoacetanilide, ammonium hydroxide and various aromatic aldehydes. The combinatorial syntheses were achieved for the first time using hydrotalcite as a heterogeneous catalyst. The catalyst was active for the Hantzsch reaction in water at 60 degrees C. The products were isolated in good yields (85-93%) with short reaction times (2-3 h). The resulting substituted dihydropyridines were characterized and confirmed by H-1 and C-13 NMR, FTIR, and HRMS spectral data and the solid catalyst was characterized by XRD, BET, SEM and TEM. The newly synthesized heterogeneous solid catalyst offers simple means for recovery and the isolated catalyst was reused for five rounds for the synthesis of compound 4a, without significant loss of catalytic activity. For all the other reactions carried out with the recycled catalyst, results were similar to with the fresh catalyst. (C) 2013 Elsevier B.V. All rights reserved.
• 2-Hydroxyethylammonium acetate: an efficient and reusable homogeneous catalyst for the synthesis of Hantzsch 1,4-dihydropyridines
  作者：Li-Qin Kang、Zhi-Jun Cao、Ze-Jun Lei

  DOI：10.1007/s00706-015-1587-4

  日期：2016.6

  2-Hydroxyethylammonium acetate ionic liquid was found to be an excellent catalyst for the one-pot synthesis of 1,4-dihydropyridine derivatives via Hantzsch reaction of ethyl acetoacetate or acetoacetanilide, ammonium acetate, and various aromatic aldehydes. The combinatorial syntheses were achieved for the first time using 2-hydroxyethylammonium acetate ionic liquid as a homogeneous catalyst. The catalyst was active for the Hantzsch reaction in alcohol at reflux. The products were isolated in good yields (78-93 %). The resulting substituted dihydropyridines were characterized and confirmed by(1)H NMR spectral data. The catalyst offers simple means for recovery and the isolated catalyst was reused for three rounds for the synthesis without significant loss of catalytic activity. For all the other reactions carried out with the recycled catalyst, results were similar to that with the fresh catalyst.
• Synthesis of N 3,N 5,4-triaryl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxamides
  作者：V. L. Gein、M. I. Kazantseva、A. A. Kurbatova

  DOI：10.1134/s107042801107027x

  日期：2011.7
• US6265127B1
  申请人：——

  公开号：US6265127B1

  公开（公告）日：2001-07-24