Furan-2-carboxylic acid (1-propyl-butylidene)-hydrazide | 135664-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: Furan-2-carboxylic acid (1-propyl-butylidene)-hydrazide
• 英文别名: N-(heptan-4-ylideneamino)furan-2-carboxamide
• CAS: 135664-41-4
• 化学式: C₁₂H₁₈N₂O₂
• 分子量: 222.287
• InChiKey: ILOIAQQKUPWDRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氰化钠 、 Furan-2-carboxylic acid (1-propyl-butylidene)-hydrazide 在 甲基三辛基氯化铵 air 、 溶剂黄146 作用下， 以 环己烷 、 水 为溶剂， 反应 3.0h， 以47%的产率得到2-(2-furoyl)-2-n-propylpentanenitrile
  参考文献：
  名称：

  Phase-transfer catalyzed formation of .alpha.-cyano ketones from ketone aroylhydrazones in NaCN(aq)-inert organic solvent system

  摘要：

  Alpha-Cyanoalkyl aryl ketones can be obtained from ketone aroylhydrazones by heterogeneous reaction with aqueous sodium cyanide, an inert organic solvent, and acetic acid in the presence of air and a catalytic amount of a quaternary ammonium salt. The initially formed HCN adducts undergo air oxidation followed by alkaline-induced decomposition affording the alpha-cyanoalkyl ketones. The phase-transfer catalyst promotes all three reactions.

  DOI：

  10.1021/jo00021a038

文献信息

• Phase-transfer catalyzed formation of .alpha.-cyano ketones from ketone aroylhydrazones in NaCN(aq)-inert organic solvent system
  作者：Toshiro Chiba、Mitsuhiro Okimoto

  DOI：10.1021/jo00021a038

  日期：1991.10

  Alpha-Cyanoalkyl aryl ketones can be obtained from ketone aroylhydrazones by heterogeneous reaction with aqueous sodium cyanide, an inert organic solvent, and acetic acid in the presence of air and a catalytic amount of a quaternary ammonium salt. The initially formed HCN adducts undergo air oxidation followed by alkaline-induced decomposition affording the alpha-cyanoalkyl ketones. The phase-transfer catalyst promotes all three reactions.