2-Amino-4-(4-hydroxy-3-methoxyphenyl)-7,7-dimethyl-5-oxo-1,4,6,8-tetrahydroquinoline-3-carbonitrile | 1487430-01-2

• 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: 2-Amino-4-(4-hydroxy-3-methoxyphenyl)-7,7-dimethyl-5-oxo-1,4,6,8-tetrahydroquinoline-3-carbonitrile
• 英文别名: 2-amino-4-(4-hydroxy-3-methoxyphenyl)-7,7-dimethyl-5-oxo-1,4,6,8-tetrahydroquinoline-3-carbonitrile
• CAS: 1487430-01-2
• 化学式: C₁₉H₂₁N₃O₃
• 分子量: 339.394
• InChiKey: OCXHUTRJXYWJFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 香草醛 、 丙二腈 在 ammonium acetate 、 potassium carbonate 作用下， 以 水 为溶剂， 反应 0.25h， 以92%的产率得到2-Amino-4-(4-hydroxy-3-methoxyphenyl)-7,7-dimethyl-5-oxo-1,4,6,8-tetrahydroquinoline-3-carbonitrile
  参考文献：
  名称：

  Ultrasound-Assisted, One-Pot, Four-Component Synthesis of 1,4,6,8-Tetrahydroquinolines in Aqueous Medium

  摘要：

  A series of 2-amino-3-cyano-4-aryl-5-oxo-7,7-dimethyl-1,4,6,8-tetrahydroquinolines were prepared by a one-pot, four-component condensation of aromatic aldehydes, dimedone, malononitrile, and ammonium acetate using K2CO3 as a catalyst in aqueous medium under sonic conditions. This protocol, being a single-step reaction, has the advantages of operational simplicity and minimal environmental impact. The synthesized compounds were confirmed through spectral characterization using infrared, H-1 NMR, C-13 NMR, and CHN analysis. [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：

  10.1080/00397911.2013.813545

文献信息

• Ultrasound-Assisted, One-Pot, Four-Component Synthesis of 1,4,6,8-Tetrahydroquinolines in Aqueous Medium
  作者：Aisha Siddekha、Sadeq Hamood Saleh Azzam、M. A. Pasha

  DOI：10.1080/00397911.2013.813545

  日期：2014.2

  A series of 2-amino-3-cyano-4-aryl-5-oxo-7,7-dimethyl-1,4,6,8-tetrahydroquinolines were prepared by a one-pot, four-component condensation of aromatic aldehydes, dimedone, malononitrile, and ammonium acetate using K2CO3 as a catalyst in aqueous medium under sonic conditions. This protocol, being a single-step reaction, has the advantages of operational simplicity and minimal environmental impact. The synthesized compounds were confirmed through spectral characterization using infrared, H-1 NMR, C-13 NMR, and CHN analysis. [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.]