7-(4-chloro-phenyl)-1-(4-fluoro-phenylamino)-2,5-dioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carbonitrile | 1296687-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7-(4-chloro-phenyl)-1-(4-fluoro-phenylamino)-2,5-dioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carbonitrile
• CAS: 1296687-90-5
• 化学式: C₂₂H₁₅ClFN₃O₂
• 分子量: 407.831
• InChiKey: NZUOUDMPVWSPBR-UHFFFAOYSA-N

物化性质

• 熔点：
  165-167 °C
• 沸点：
  540.3±60.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  74.89
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5-(4-氯苯基)-1,3-环己二酮 以 水 、 异丙醇 为溶剂， 反应 0.16h， 生成 7-(4-chloro-phenyl)-1-(4-fluoro-phenylamino)-2,5-dioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carbonitrile
  参考文献：
  名称：

  Pathways for cyclizations of hydrazine-derived 2-(2-cyanovinyl)-3-oxo-cyclohex-1-ene enolates

  摘要：

  The introduction of a hydrazine functionality into 2-(2-cyanovinyl)-3-oxo-cyclohex-1-ene enolates results in their spontaneous cyclizations with participation of the hydrazine moiety. Depending on the reaction conditions used, the hydrazine-derived enolates are transformed into derivatives of 1-arylpyridine-2-one-3-carbonitriles or pyrazoloquinolinones in a one-pot synthesis. They also react with anilines to give the corresponding N1-substituted pyridine-2-one-3-carboxamides. Product characterization was performed by means of spectroscopic and X-ray diffraction studies. In addition, for structure elucidation purposes, a counter synthesis of 1-arylaminopyridine-2-one-3-carboxamide was also carried out. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.02.052