1-(2,4-dimethyl-phenylamino)-7,7-dimethyl-2,5-dioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carboxylic acid amide | 1296688-19-1

• 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: 1-(2,4-dimethyl-phenylamino)-7,7-dimethyl-2,5-dioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carboxylic acid amide
• CAS: 1296688-19-1
• 化学式: C₂₀H₂₃N₃O₃
• 分子量: 353.421
• InChiKey: ZSPXOKOWGHPFNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  94.19
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  dimethylammonium 2-(2-carbamoyl-2-cyano-ethen-1-yl)-5,5-dimethyl-3-oxocyclohex-1-enolate 、 2,4-二甲基苯肼盐酸盐 以 水 为溶剂， 反应 1.0h， 以37%的产率得到1-(2,4-dimethyl-phenylamino)-7,7-dimethyl-2,5-dioxo-1,2,5,6,7,8-hexahydro-quinoline-3-carboxylic acid amide
  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