6-methoxy-2,4-diphenyl-1,7-naphthyridine | 138409-82-2

• 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: 6-methoxy-2,4-diphenyl-1,7-naphthyridine
• CAS: 138409-82-2
• 化学式: C₂₁H₁₆N₂O
• 分子量: 312.371
• InChiKey: XILMEKVBTVSXKF-UHFFFAOYSA-N

物化性质

• 沸点：
  481.7±45.0 °C(Predicted)
• 密度：
  1.180±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-氨基-2-甲氧基吡啶 在 三氯化铁 、 四氯苯醌 、 对甲苯磺酸 作用下， 以 乙腈 、 苯 为溶剂， 反应 2.5h， 生成 6-methoxy-2,4-diphenyl-1,7-naphthyridine
  参考文献：
  名称：

  Annulation reactions with iron(III) chloride: oxidation of imines

  摘要：

  Aromatic imines react with phenylacetylene or styrene in an acetonitrile solution of iron(III) chloride to give quinolines 3 or their tetrahydro derivatives 11 together with variable amounts of products 4 arising from the reduction of the imines. The initial step appears to be a one-electron oxidation to generate iron(II) and an imine radical cation. When the reactions are carried out in the presence of stoichiometric amounts of tetrachloro-p-benzoquinone (chloranil), only quinolines 3 are obtained.

  DOI：

  10.1021/jo00032a043

文献信息

• Annulation reactions with iron(III) chloride: oxidation of imines
  作者：Rino Leardini、Daniele Nanni、Antonio Tundo、Giuseppe Zanardi、Fabrizio Ruggieri

  DOI：10.1021/jo00032a043

  日期：1992.3

  Aromatic imines react with phenylacetylene or styrene in an acetonitrile solution of iron(III) chloride to give quinolines 3 or their tetrahydro derivatives 11 together with variable amounts of products 4 arising from the reduction of the imines. The initial step appears to be a one-electron oxidation to generate iron(II) and an imine radical cation. When the reactions are carried out in the presence of stoichiometric amounts of tetrachloro-p-benzoquinone (chloranil), only quinolines 3 are obtained.