5-hydroxy-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid isopropyl ester | 1186210-22-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-hydroxy-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid isopropyl ester
• CAS: 1186210-22-9
• 化学式: C₁₄H₁₆N₂O₃
• 分子量: 260.293
• InChiKey: DUMKRNKETBOGKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.35
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  异丙醇 、 4-(bis(methylsulfanyl)methylene)-5-methyl-2-phenyl-2,4-dihydropyrazol-3-one 在 sodium ethanolate 作用下， 反应 2.0h， 以74.85%的产率得到5-hydroxy-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid isopropyl ester
  参考文献：
  名称：

  Applications of Dithioacetals in Ester Synthesis

  摘要：

  The -oxoketene dithioacetals are simple synthetic intermediates widely utilized and implicated for the synthesis of a variety of heterocyclic compounds other than alicyclic and aromatic compounds. They act as 1,3-electrophilic three-carbon synthons. The -oxoketene dithioacetal of pyrazolone derivatives can be efficiently converted through a base-catalyzed alcoholysis into the corresponding ester in a single one-step reaction with good yield of pure products. In this article, we summarize recent direct conversion of -oxoketene dithioacetals to highly desirable esters. The overall process is an example of intramolecular rearrangement of bonds. Characterization and identification of all synthesized compounds were assigned through 1H NMR and mass spectroscopy.

  DOI：

  10.1080/00397910802654641