2-amino-4-(furan-2-yl)-6-(naphthalen-1-yl)-3-cyanopyridine | 1616623-71-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-amino-4-(furan-2-yl)-6-(naphthalen-1-yl)-3-cyanopyridine
• CAS: 1616623-71-2
• 化学式: C₂₀H₁₃N₃O
• 分子量: 311.343
• InChiKey: PHLAFBHDCBPWDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.84
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  糠醛 、 1-萘乙酮 、 丙二腈 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 以53%的产率得到2-amino-4-(furan-2-yl)-6-(naphthalen-1-yl)-3-cyanopyridine
  参考文献：
  名称：

  Novel 4-Aryl-2-amino-6-(naphthalene-1-yl)-3-cyanopyridine Derivates as Potential Organic Fluorescent Materials Prepared Under Microwave Irradiation via Three-Component Domino Reactions

  摘要：

  A green and efficient method for direct preparation of 3-cyanopyridine from aromatic aldehydes is reported. A series of novel 4-aryl-2-amino-6-(naphthalene-1-yl)-3-cyanopyridine derivates were successfully prepared by one-pot synthesis of three-component domino reactions including aromatic aldehydes, 1-acetylnaphthalene, and dicyanomethane in the presence of ammonium acetate in a solution of ethanol under microwave irradiation. This synthetic method for these compounds possesses many advantages including greater yield and shorter reaction times compared with traditional methods. The structures of these compounds were confirmed by means of high-resolution mass spectrometry, H-1 NMR, C-13 NMR, and infrared. Moreover, the results of their fluorescent spectra showed that these compounds have good fluorescence intensity excited by the visible light wavelength of 416 nm.

  DOI：

  10.1080/00397911.2014.891239