ethyl (4Z)-4-(3,4,5-trimethoxybenzylidene)-4,5-dihydro-5-oxo-1-phenyl-1H-pyrazole-3-carboxylate | 1380413-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl (4Z)-4-(3,4,5-trimethoxybenzylidene)-4,5-dihydro-5-oxo-1-phenyl-1H-pyrazole-3-carboxylate
• 英文别名: ethyl (4Z)-5-oxo-1-phenyl-4-[(3,4,5-trimethoxyphenyl)methylidene]pyrazole-3-carboxylate
• CAS: 1380413-83-1
• 化学式: C₂₂H₂₂N₂O₆
• 分子量: 410.426
• InChiKey: OUGALUBPZVVPSE-WJDWOHSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 、 苯肼 、 丁炔二酸二乙酯 在 溶剂黄146 作用下， 反应 0.25h， 以90%的产率得到ethyl (4Z)-4-(3,4,5-trimethoxybenzylidene)-4,5-dihydro-5-oxo-1-phenyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Multicomponent domino reactions of acetylenedicarboxylates: divergent synthesis of multi-functionalized pyrazolones and C-tethered bispyrazol-5-ols

  摘要：

  An efficient and practical methodology of selectively divergent synthesis of arylidene pyrazolones and C-tethered bispyrazol-5-ols via multicomponent domino reactions of acetylenedicarboxylates, phenylhydrazine and aromatic aldehydes has been developed. The electron-donating aryl groups (EDAG)-attached aldehydes resulted in the pyrazolone skeleton, whereas the electron-withdrawing aryl groups (EWAG) led to the C-tethered bispyrazol-5-ols with simultaneous formation of two new pyrazole rings. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.051

文献信息

• Multicomponent domino reactions of acetylenedicarboxylates: divergent synthesis of multi-functionalized pyrazolones and C-tethered bispyrazol-5-ols
  作者：Xing-Chao Tu、Hui Feng、Man-Su Tu、Bo Jiang、Shu-Liang Wang、Shu-Jiang Tu

  DOI：10.1016/j.tetlet.2012.04.051

  日期：2012.6

  An efficient and practical methodology of selectively divergent synthesis of arylidene pyrazolones and C-tethered bispyrazol-5-ols via multicomponent domino reactions of acetylenedicarboxylates, phenylhydrazine and aromatic aldehydes has been developed. The electron-donating aryl groups (EDAG)-attached aldehydes resulted in the pyrazolone skeleton, whereas the electron-withdrawing aryl groups (EWAG) led to the C-tethered bispyrazol-5-ols with simultaneous formation of two new pyrazole rings. (C) 2012 Elsevier Ltd. All rights reserved.