2-amino-4-(2,4-dichlorophenyl)-6-(naphthalen-1-yl)-3-cyanopyridine | 1271337-90-6

• 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-4-(2,4-dichlorophenyl)-6-(naphthalen-1-yl)-3-cyanopyridine
• 英文别名: 2-Amino-4-(2,4-dichlorophenyl)-6-(naphthalen-1-yl)nicotinonitrile；2-amino-4-(2,4-dichlorophenyl)-6-naphthalen-1-ylpyridine-3-carbonitrile
• CAS: 1271337-90-6
• 化学式: C₂₂H₁₃Cl₂N₃
• 分子量: 390.271
• InChiKey: KLTAQRRNPOUBFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-萘乙酮 、 2,4-二氯苯甲醛 、 丙二腈 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 以72%的产率得到2-amino-4-(2,4-dichlorophenyl)-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

文献信息

• 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
  作者：Jianqiang Wang、Jianlin Zhu、Jie Zhong、Jun Sun、Shigui Tang、Cheng Guo

  DOI：10.1080/00397911.2014.891239

  日期：2014.8.3

  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.