2-Amino-6-(2-aminophenyl)sulfanyl-4-(4-nitrophenyl)pyridine-3,5-dicarbonitrile | 1217267-49-6

• 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: 2-Amino-6-(2-aminophenyl)sulfanyl-4-(4-nitrophenyl)pyridine-3,5-dicarbonitrile
• CAS: 1217267-49-6
• 化学式: C₁₉H₁₂N₆O₂S
• 分子量: 388.409
• InChiKey: ZZRICHQFHQYWPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  184
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  对硝基苯甲醛 、 2-氨基苯硫醇 、 丙二腈 在 aluminum oxide 作用下， 以 水 为溶剂， 反应 0.83h， 以89%的产率得到2-Amino-6-(2-aminophenyl)sulfanyl-4-(4-nitrophenyl)pyridine-3,5-dicarbonitrile
  参考文献：
  名称：

  碱性氧化铝的水悬浮液：一种合成多官能化吡啶的高效催化体系

  摘要：

  在目前的工作中，碱性氧化铝在水中的催化活性已被证明可用于合成多官能化吡啶。该策略具有一些显着的优势，例如在水介质中使用非均相催化剂、催化剂的可重复使用性和可扩展的方法。

  DOI：

  10.5012/bkcs.2011.32.2.459

文献信息

• Facile and Rapid Access to Poly Functionalized Pyridine Derivatives
  作者：Pravin V. Shinde、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1002/cjoc.201190178

  日期：2011.5

  An efficient and greener protocol for the synthesis of poly functionalized pyridines using tetra‐n‐butyl ammonium fluoride (TBAF) in water is established. Remarkable advantages of the present synthetic strategy over the others are shorter reaction times, higher isolated yields, reuse of catalytic system, simple work‐up procedure and more especially its applicability to heteryl and aliphatic aldehydes

  建立了在水中使用四正丁基氟化铵（TBAF）合成多官能吡啶的高效，绿色方案。与其他方法相比，本合成策略的显着优势是反应时间更短，分离产率更高，催化体系可重复使用，后处理步骤简单，尤其是适用于杂醛和脂族醛。
• Boric acid catalyzed convenient synthesis of 2-amino-3,5-dicarbonitrile-6-thio-pyridines in aqueous media
  作者：Pravin V. Shinde、Swapnil S. Sonar、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1016/j.tetlet.2009.12.146

  日期：2010.3

  A one-pot three-component condensation of an aldehyde, malononitrile, and thiophenol has been achieved by conventional and ultrasound method. The reaction has been catalyzed by boric acid in aqueous medium. This protocol afforded corresponding 2-amino-3,5-dicarbonitrile-6-thio-pyridines in shorter reaction times and high yields with the green aspects by avoiding toxic catalysts and solvents.

  醛，丙二腈和苯硫酚的一锅三组分缩合已通过常规和超声方法实现。该反应已在含水介质中被硼酸催化。通过避免有毒的催化剂和溶剂，该方案以较短的反应时间和高收率在绿色方面提供了相应的2-氨基-3,5-二碳腈-6-硫代吡啶。
• Application of unmodified microporous molecular sieves for the synthesis of poly functionalized pyridine derivatives in water
  作者：Pravin V. Shinde、Vilas B. Labade、Bapurao B. Shingate、Murlidhar S. Shingare

  DOI：10.1016/j.molcata.2011.01.005

  日期：2011.2

  In the present work, catalytic activity of acidic as well as basic sites present over the microporous molecular sieves has been demonstrated. These acid-base sites display the combined catalytic reactivity in tap/deionized water for the efficient synthesis of poly functionalized pyridine derivatives. During this study, testing of various solvents revealed the suitability of tap water as a reaction medium, due to its highly polar nature, presence of alkali and alkaline earth metal ions in it and hydrophobic interactions between the surface of molecular sieves and organic molecules. Most importantly, unmodified microporous molecular sieves have been used for the first time in water for organic transformation. This synthetic strategy works under essentially neutral conditions by conventional as well as ultrasound method. (C) 2011 Elsevier B.V. All rights reserved.