diethyl (5-hydroxy-1-(o-tolyl)-1H-pyrazol-4-yl)phosphonate | 1609669-80-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: diethyl (5-hydroxy-1-(o-tolyl)-1H-pyrazol-4-yl)phosphonate
• CAS: 1609669-80-8
• 化学式: C₁₄H₁₉N₂O₄P
• 分子量: 310.29
• InChiKey: UWNYALGIGMUXGW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  73.58
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  diethyl (5-hydroxy-1-(o-tolyl)-1H-pyrazol-4-yl)phosphonate 在 L-Selectride 、 sodium hydride 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 20.5h， 生成 1-Methyl-4-methylidene-2-(2-methylphenyl)pyrazolidin-3-one
  参考文献：
  名称：

  Versatile Synthesis of 4-Methylidenepyrazolidin-3-ones Using a Horner–Wadsworth–Emmons Approach

  摘要：

  A new, versatile method for the synthesis of, so far unknown, variously substituted 4-methylidenepyrazolidin-3-ones as potential cytotoxic agents is described. Target compounds were synthesized from the corresponding 4-diethoxyphosphorylpyrazolidin-3-ones which were used as Horner-Wadsworth-Emmons reagents for the olefination of formaldehyde. 4-Phosphorylpyrazolidin-3-ones were, in turn, obtained starting from the sodium salt of ethyl 2-diethoxyphosphoryl-3-hydroxy-2-propenoate, ethyl 2-acyl-2-diethoxyphosphorylacetates, or 3-methoxy-2-diethoxyphosphorylacrylate and monosubstituted or 1,2-disubstituted hydrazines.

  DOI：

  10.1055/s-0033-1340071
• 作为产物：
  描述：

  邻甲基苯肼盐酸盐 在 potassium carbonate 作用下， 以 水 为溶剂， 反应 0.34h， 生成 diethyl (5-hydroxy-1-(o-tolyl)-1H-pyrazol-4-yl)phosphonate
  参考文献：
  名称：

  Versatile Synthesis of 4-Methylidenepyrazolidin-3-ones Using a Horner–Wadsworth–Emmons Approach

  摘要：

  A new, versatile method for the synthesis of, so far unknown, variously substituted 4-methylidenepyrazolidin-3-ones as potential cytotoxic agents is described. Target compounds were synthesized from the corresponding 4-diethoxyphosphorylpyrazolidin-3-ones which were used as Horner-Wadsworth-Emmons reagents for the olefination of formaldehyde. 4-Phosphorylpyrazolidin-3-ones were, in turn, obtained starting from the sodium salt of ethyl 2-diethoxyphosphoryl-3-hydroxy-2-propenoate, ethyl 2-acyl-2-diethoxyphosphorylacetates, or 3-methoxy-2-diethoxyphosphorylacrylate and monosubstituted or 1,2-disubstituted hydrazines.

  DOI：

  10.1055/s-0033-1340071