3-amino-2-(2H-chromen-4-yl)-2-butenenitrile

• 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: 3-amino-2-(2H-chromen-4-yl)-2-butenenitrile
• 英文别名: 3-amino-2-(2H-chromen-4-yl)but-2-enenitrile
• 化学式: C₁₃H₁₂N₂O
• 分子量: 212.251
• InChiKey: XKIXZSPPISDRDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(1H-1,2,3-benzotriazol-1-ylmethylene)-N-methylmethanaminium chloride 、 3-amino-2-(2H-chromen-4-yl)-2-butenenitrile 以 二氯甲烷 为溶剂， 反应 24.0h， 以50%的产率得到2-methyl-5H-chromeno[3,4-c]pyridine-1-carbonitrile
  参考文献：
  名称：

  A Simple and Versatile Route to Novel Conjugated β-Enaminonitriles and Their Application for the Highly Regioselective Synthesis of Nicotinonitriles Using a Vilsmeier-Type Reagent

  摘要：

  A straightforward synthesis of conjugated beta-enaminonitriles from ketones and beta-aminocrotononitrile mediated by TiCl4 is described. The reaction of these novel dienamines with a Vilsmeier-type reagent provides a mild and highly regioselective route for the preparation of nicotinonitriles.

  DOI：

  10.1021/jo990313g
• 作为产物：
  描述：

  2,3-二氢苯并吡喃-4-酮 、 3-氨基巴豆腈 在 四氯化钛 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 3-amino-2-(2H-chromen-4-yl)-2-butenenitrile
  参考文献：
  名称：

  A Simple and Versatile Route to Novel Conjugated β-Enaminonitriles and Their Application for the Highly Regioselective Synthesis of Nicotinonitriles Using a Vilsmeier-Type Reagent

  摘要：

  A straightforward synthesis of conjugated beta-enaminonitriles from ketones and beta-aminocrotononitrile mediated by TiCl4 is described. The reaction of these novel dienamines with a Vilsmeier-type reagent provides a mild and highly regioselective route for the preparation of nicotinonitriles.

  DOI：

  10.1021/jo990313g

文献信息

• A Simple and Versatile Route to Novel Conjugated <i>β</i>-Enaminonitriles and Their Application for the Highly Regioselective Synthesis of Nicotinonitriles Using a Vilsmeier-Type Reagent
  作者：Alan R. Katritzky、Anna Denisenko、Michael Arend

  DOI：10.1021/jo990313g

  日期：1999.8.1

  A straightforward synthesis of conjugated beta-enaminonitriles from ketones and beta-aminocrotononitrile mediated by TiCl4 is described. The reaction of these novel dienamines with a Vilsmeier-type reagent provides a mild and highly regioselective route for the preparation of nicotinonitriles.