4-methylbenzenesulfonic acid N'-benzylidene-N-(3-oxo-3-phenyl-propyl)hydrazide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methylbenzenesulfonic acid N'-benzylidene-N-(3-oxo-3-phenyl-propyl)hydrazide
• 化学式: C₂₃H₂₂N₂O₃S
• 分子量: 406.505
• InChiKey: IVVHXDJVOLOWPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  66.81
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-methylbenzenesulfonic acid N'-benzylidene-N-(3-oxo-3-phenyl-propyl)hydrazide 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 3-phenyl-1-(toluene-4-sulfonyl)-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  DABCO-catalyzed reactions of hydrazones with activated olefins

  摘要：

  This paper describes several highly efficient DABCO-catalyzed aza-Michael addition reactions of hydrazones to activated olefins. In most cases, these aza-Michael addition reactions gave the corresponding products in high yields under mild conditions. The plausible reaction mechanism is discussed on the basis of deuterium labeling experiments. Upon treatment with HCl, the corresponding cyclized products can be obtained in high yields from the Michael addition products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.071
• 作为产物：
  描述：

  benzaldehyde p-toluenesulfonylhydrazone 、 1-苯基-2-丙烯基-1-酮 在 三乙烯二胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以91%的产率得到4-methylbenzenesulfonic acid N'-benzylidene-N-(3-oxo-3-phenyl-propyl)hydrazide
  参考文献：
  名称：

  DABCO-catalyzed reactions of hydrazones with activated olefins

  摘要：

  This paper describes several highly efficient DABCO-catalyzed aza-Michael addition reactions of hydrazones to activated olefins. In most cases, these aza-Michael addition reactions gave the corresponding products in high yields under mild conditions. The plausible reaction mechanism is discussed on the basis of deuterium labeling experiments. Upon treatment with HCl, the corresponding cyclized products can be obtained in high yields from the Michael addition products. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.04.071

文献信息

• DABCO-catalyzed reactions of hydrazones with activated olefins
  作者：Gui-Ling Zhao、Min Shi

  DOI：10.1016/j.tet.2005.04.071

  日期：2005.7

  This paper describes several highly efficient DABCO-catalyzed aza-Michael addition reactions of hydrazones to activated olefins. In most cases, these aza-Michael addition reactions gave the corresponding products in high yields under mild conditions. The plausible reaction mechanism is discussed on the basis of deuterium labeling experiments. Upon treatment with HCl, the corresponding cyclized products can be obtained in high yields from the Michael addition products. (c) 2005 Elsevier Ltd. All rights reserved.