1,5-dimethyl-2-(1-methyl-2-phenylvinyl)pyrazol-3(2H)-one | 143721-70-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 1,5-dimethyl-2-(1-methyl-2-phenylvinyl)pyrazol-3(2H)-one
• 英文别名: 1,5-dimethyl-2-[(E)-1-methyl-2-phenyl-vinyl]pyrazol-3-one；1,5-dimethyl-2-[(E)-1-phenylprop-1-en-2-yl]pyrazol-3-one
• CAS: 143721-70-4
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: XLJINAIHKBMISS-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,5-dimethyl-2-(1-methyl-2-phenylvinyl)pyrazol-3(2H)-one 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 3-hydroxy-1,5-dimethyl-2<(1-E)-1-methyl-2-phenylvinyl>pyrazolium chloride
  参考文献：
  名称：

  Synthesis of 2-alkenylpyrazol-3(2H)-one derivatives under mild conditions

  摘要：

  The title compounds have been synthesized by a one-pot two-stage reaction of PCI,, ketone methyl-hydrazones and methyl acetoacetate. Both stages were carried out at room temperature and the corresponding 2-alkenyl-1,5-dimethylpyrazol-3(2H)-ones 5, which are an unknown series of pyrazolones, were obtained in good yields. Use of a variety of enolizable ketones has shown that the reaction always occurs with the predominance of the (E)-isomer. X-Ray structure determinations of an (E)- and a (Z)-derivative [(E)-5c.HCl and (Z)-5b] permitted the assignment of their structures. The aromaticity of these derivatives is discussed.

  DOI：

  10.1039/p19920001729
• 作为产物：
  描述：

  苯基丙酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氯化磷 作用下， 以 苯 为溶剂， 反应 27.0h， 生成 1,5-dimethyl-2-(1-methyl-2-phenylvinyl)pyrazol-3(2H)-one
  参考文献：
  名称：

  Synthesis of 2-alkenylpyrazol-3(2H)-one derivatives under mild conditions

  摘要：

  The title compounds have been synthesized by a one-pot two-stage reaction of PCI,, ketone methyl-hydrazones and methyl acetoacetate. Both stages were carried out at room temperature and the corresponding 2-alkenyl-1,5-dimethylpyrazol-3(2H)-ones 5, which are an unknown series of pyrazolones, were obtained in good yields. Use of a variety of enolizable ketones has shown that the reaction always occurs with the predominance of the (E)-isomer. X-Ray structure determinations of an (E)- and a (Z)-derivative [(E)-5c.HCl and (Z)-5b] permitted the assignment of their structures. The aromaticity of these derivatives is discussed.

  DOI：

  10.1039/p19920001729

文献信息

• Synthesis of 2-alkenylpyrazol-3(2H)-one derivatives under mild conditions
  作者：Graziano Baccolini、Daniele Evangelist、Corrado Rizzoli、Paolo Sgarabotto

  DOI：10.1039/p19920001729

  日期：——

  The title compounds have been synthesized by a one-pot two-stage reaction of PCI,, ketone methyl-hydrazones and methyl acetoacetate. Both stages were carried out at room temperature and the corresponding 2-alkenyl-1,5-dimethylpyrazol-3(2H)-ones 5, which are an unknown series of pyrazolones, were obtained in good yields. Use of a variety of enolizable ketones has shown that the reaction always occurs with the predominance of the (E)-isomer. X-Ray structure determinations of an (E)- and a (Z)-derivative [(E)-5c.HCl and (Z)-5b] permitted the assignment of their structures. The aromaticity of these derivatives is discussed.