4-(4'-nitrophenyl)-2,6-bis(4''-aminophenyl)pyridine | 1653-68-5

• 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: 4-(4'-nitrophenyl)-2,6-bis(4''-aminophenyl)pyridine
• 英文别名: 2,4,6-tris-(4-nitrophenyl)pyridine；2,4,6-tris(4-nitrophenyl)pyridine；2,4,6-tris-(4-nitro-phenyl)-pyridine；2,4,6-Tris-(4-nitro-phenyl)-pyridin；2,4,6-Tris-<4-nitro-phenyl>-pyridin；2,4,6-Tris(4-nitrophenyl)pyridine
• CAS: 1653-68-5
• 化学式: C₂₃H₁₄N₄O₆
• 分子量: 442.387
• InChiKey: RVVFDUUDCPTMMC-UHFFFAOYSA-N

物化性质

• 熔点：
  166-167 °C
• 沸点：
  630.8±50.0 °C(Predicted)
• 密度：
  1.408±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(4'-nitrophenyl)-2,6-bis(4''-aminophenyl)pyridine 在 palladium 10% on activated carbon 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 21.0h， 以87.6%的产率得到4,4’,4’’-(吡啶-2,4,6-三基)三苯胺
  参考文献：
  名称：

  Highly Thermally Resistant and Flexible Polyimide Aerogels Containing Rigid-rod Biphenyl, Benzimidazole, and Triphenylpyridine Moieties: Synthesis and Characterization

  摘要：

  已经开发出含有刚性棒状联苯、苯并咪唑和三苯基吡啶部分的聚酰亚胺（PI）气凝胶。这种柔性PI气凝胶具有优异的热稳定性，玻璃化转变温度（Tg）高于350°C。即使在氮气中于300°C恒温老化24小时后，PI气凝胶的初始多孔结构仍能保持。此外，在氮气中于300°C和400°C恒温老化24小时后，气凝胶的重量损失分别低于5%和10%。

  DOI：

  10.1246/cl.130758
• 作为产物：
  描述：

  2,4,6-三苯基吡啶 在 硝酸 作用下， 生成 4-(4'-nitrophenyl)-2,6-bis(4''-aminophenyl)pyridine
  参考文献：
  名称：

  Dilthey; Kiefer, Chemische Berichte, 1920, vol. 53, p. 622

  摘要：

  DOI：

文献信息

• An Efficient Synthesis of 2,4,6-Triarylpyridines via Solvent-Free Reaction between Acetophenoneoximes and Aldehydes
  作者：Mehdi Adib、Shabnam Mahernia、Mohammad Mahdavi

  DOI：10.1055/s-0033-1341109

  日期：——

  An efficient synthesis of 2,4,6-triarylpyridines is described. Heating a mixture of an acetophenoneoxime and an aldehyde under solvent-free conditions afforded Krohnke pyridines in excellent yields. In this method acetophenoneoximes are directly used for the preparation of Krohnke pyridines under metal-free conditions.

  描述了 2,4,6-三芳基吡啶的有效合成。在无溶剂条件下加热苯乙酮​​肟和醛的混合物以优异的产率提供克罗恩克吡啶。在该方法中，苯乙酮肟直接用于在无金属条件下制备克罗恩克吡啶。
• A solvent-free reaction between acetophenone oximes and epoxy styrenes: an efficient synthesis of 2,4,6-triarylpyridines under neutral conditions
  作者：Shabnam Mahernia、Mehdi Adib、Mohammad Mahdavi、Meisam Nosrati

  DOI：10.1016/j.tetlet.2014.04.003

  日期：2014.7

  An efficient synthesis of 2,4,6-triarylpyridines is described which involves heating a mixture of an acetophenone oxime and an epoxy styrene under neutral, solvent-free conditions. Krohnke pyridine products are obtained in excellent yields. (C) 2014 Published by Elsevier Ltd.
• Three-Component One-Pot Synthesis of 2,4,6-Triarylpyridines without Catalyst and Solvent
  作者：Min Wang、Zhongyong Yang、Zhiguo Song、Qinglin Wang

  DOI：10.1002/jhet.2132

  日期：2015.5

  An efficient and green synthesis of 2,4,6‐triarylpyridines by a one‐pot three‐component condensation of aromatic aldehydes, substituted acetophenones, and ammonium acetate without catalyst at 130°C under solvent‐free conditions is described. This method offers several advantages such as simple procedure, easy work‐up, short reaction time, low cost, environmentally friendly conditions, and moderate to high yields.
• Kröhnke reaction in aqueous media: one-pot clean synthesis of 4′-aryl-2,2′:6′,2″-terpyridines
  作者：Shujiang Tu、Runhong Jia、Bo Jiang、Junyong Zhang、Yan Zhang、Changsheng Yao、Shunjun Ji

  DOI：10.1016/j.tet.2006.10.069

  日期：2007.1

  A clean aqueous Krohnke reaction process has been accomplished via a one-pot procedure of 2-acetylpyridine with aromatic aldehyde and ammonium acetate under microwave irradiation or conventional heating conditions. This method is convenient, economic and environmental friendly. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of di- and triazido derivatives of 2,4,6-triphenylpyridine
  作者：T. N. Gavrishova、V. M. Li、M. F. Budyka

  DOI：10.1134/s1070427210050332

  日期：2010.5

  The possibility of obtaining new di- and triazidophenylpyridines: 4-phenyl-2,6-bis(4-azidophenyl) pyridine and 2,4,6-tris(4-azidophenyl)pyridine by a three-stage synthesis from commercially available compounds was studied.