2-amino-4-(4-chlorophenyl)-5-oxo-5H-chromeno[4,3-b]pyridine-3-carbonitrile | 1428871-91-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-amino-4-(4-chlorophenyl)-5-oxo-5H-chromeno[4,3-b]pyridine-3-carbonitrile
• CAS: 1428871-91-3
• 化学式: C₁₉H₁₀ClN₃O₂
• 分子量: 347.76
• InChiKey: XJOZVPHDNDLNDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.91
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-羟基香豆素 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.83h， 生成 2-amino-4-(4-chlorophenyl)-5-oxo-5H-chromeno[4,3-b]pyridine-3-carbonitrile
  参考文献：
  名称：

  Solvent-free synthesis of novel 5-oxo-5H-chromeno[4,3-b]pyridine derivatives

  摘要：

  An efficient and simple method for the synthesis of new 5-oxo-5H-chromeno[4,3-b]pyridine derivatives via Michael addition of 4-aminocoumarin to arylidenemalononitrile for 20 min at 150A degrees C without any solvent is proposed. The advantages of this procedure are mild reaction conditions, high yields of products, and operational simplicity.

  DOI：

  10.1007/s10593-013-1217-1

文献信息

• Facile synthesis of pyridopyrimidine and coumarin fused pyridine libraries over a Lewis base-surfactant-combined catalyst TEOA in aqueous medium
  作者：Pranabes Bhattacharyya、Sanjay Paul、Asish R. Das

  DOI：10.1039/c3ra23254a

  日期：——

  A highly convergent and efficient protocol, for the facile synthesis of a library of coumarin fused pyridine and pyridopyrimidine derivatives, has been developed by applying a Lewis base-surfactant-combined catalyst (LBSC) triethanolamine (TEOA). The method described has the benefits of operational simplicity and excellent yields of the targeted molecule. The LBSCs were found to form stable colloidal dispersions rapidly in the presence of reaction substrates in water, even when the substrates are solid. In light of the increased demand for reduction of organic solvents in industry, the surfactant aided Lewis base catalysis described here may have immense practical consequences in organic synthesis. This work may not only lead to environmentally benign systems but also will provide a newer aspect of organic chemistry in water.

  通过使用路易斯碱-表面活性剂-复合催化剂（LBSC）三乙醇胺（TEOA），我们开发出了一种高度收敛且高效的方案，用于快速合成香豆素融合吡啶和吡啶嘧啶衍生物库。该方法具有操作简单、目标分子产率高的优点。研究发现，即使反应底物是固体的，LBSC 也能在水中与反应底物迅速形成稳定的胶体分散体。鉴于工业中对减少有机溶剂的需求日益增加，本文所述的表面活性剂辅助路易斯碱催化可能会在有机合成中产生巨大的实际影响。这项工作不仅可能产生对环境无害的系统，还将为水中有机化学提供一个更新的方面。
• BMIM[BF4]: An Efficient Ionic Liquid Medium for the Synthesis of Chromeno[b]pyridines as Potential Anticancer Agents
  作者：K. Kalpana、V. A. Rani、S. Seshadri、B. Ravi Kiran

  DOI：10.1134/s1070428021090177

  日期：2021.9