4-benzylcinnoline | 33732-57-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 4-benzylcinnoline
• 英文别名: 4-benzyl-cinnoline；4-Benzyl-cinnolin；4-Benzylcinnoline
• CAS: 33732-57-9
• 化学式: C₁₅H₁₂N₂
• 分子量: 220.274
• InChiKey: BHZYDRDCBXHKBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  cinnamaldehyde phenylhydrazone 在 aluminum (III) chloride 作用下， 以 甲苯 为溶剂， 反应 7.0h， 以74%的产率得到4-benzylcinnoline
  参考文献：
  名称：

  Aluminium Chloride–Catalyzed Synthesis of 4-Benzyl Cinnolines from Aryl Hydrazones

  摘要：

  An efficient synthesis of 4-benzyl cinnolines from aryl phenylallylidene hydrazone is described. In this report aluminium chloride as a Lewis acid catalyst and toluene as a solvent are used for the synthesis. This method is expected to more advantageous than the other reported methods of synthesis of the cinnoline rings because of its low cost, better yield, and benign reaction conditions.[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.853799

文献信息

• Cinnoline Chemistry. I. Some Condensation Reactions of 4-Chlorocinnoline
  作者：Raymond N. Castle、F. H. Kruse

  DOI：10.1021/jo50012a003

  日期：1952.12
• Aluminium Chloride–Catalyzed Synthesis of 4-Benzyl Cinnolines from Aryl Hydrazones
  作者：Prasanta Gogoi、Sandhya Rani Gogoi、Namita Devi、Pranjit Barman

  DOI：10.1080/00397911.2013.853799

  日期：2014.4.18

  An efficient synthesis of 4-benzyl cinnolines from aryl phenylallylidene hydrazone is described. In this report aluminium chloride as a Lewis acid catalyst and toluene as a solvent are used for the synthesis. This method is expected to more advantageous than the other reported methods of synthesis of the cinnoline rings because of its low cost, better yield, and benign reaction conditions.[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]