1-[4-(4-Methoxyphenyl)piperazin-1-yl]-2-(3,4,5-trimethoxyphenyl)ethane-1,2-dione | 1389334-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[4-(4-Methoxyphenyl)piperazin-1-yl]-2-(3,4,5-trimethoxyphenyl)ethane-1,2-dione
• CAS: 1389334-35-3
• 化学式: C₂₂H₂₆N₂O₆
• 分子量: 414.458
• InChiKey: NVSZBDWKKFXYND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(4-甲氧基苯基)哌嗪 、 3,4,5-trimethoxyphenylglyoxal 在 selenium(IV) oxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 0.33h， 以71%的产率得到1-[4-(4-Methoxyphenyl)piperazin-1-yl]-2-(3,4,5-trimethoxyphenyl)ethane-1,2-dione
  参考文献：
  名称：

  Selenium dioxide-mediated synthesis of α-ketoamides from arylglyoxals and secondary amines

  摘要：

  A facile and expeditious synthetic approach for the synthesis of alpha-ketoamides 3 is described. A series of alpha-ketoamides 3 was synthesized via reaction of selenium dioxide-mediated oxidative amidation between arylglyoxals 1 and secondary amines 2, and accelerated with microwave irradiation. Our findings indicate that constrained amines, such as piperazine and piperidine exhibit higher conversions for this transformation. This reaction was explored by synthesizing a series of alpha-ketoamides 3 from various arylglyoxals 1 with cyclic and acyclic secondary amines 2. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.136

文献信息

• Selenium dioxide-mediated synthesis of α-ketoamides from arylglyoxals and secondary amines
  作者：Arthur Y. Shaw、Christine R. Denning、Christopher Hulme

  DOI：10.1016/j.tetlet.2012.05.136

  日期：2012.8

  A facile and expeditious synthetic approach for the synthesis of alpha-ketoamides 3 is described. A series of alpha-ketoamides 3 was synthesized via reaction of selenium dioxide-mediated oxidative amidation between arylglyoxals 1 and secondary amines 2, and accelerated with microwave irradiation. Our findings indicate that constrained amines, such as piperazine and piperidine exhibit higher conversions for this transformation. This reaction was explored by synthesizing a series of alpha-ketoamides 3 from various arylglyoxals 1 with cyclic and acyclic secondary amines 2. (C) 2012 Elsevier Ltd. All rights reserved.