6-(4-ethoxycarbonylmethoxy)phenoxy-5-(4-fluorophenyl)-3-methylsulfonyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one | 865089-34-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(4-ethoxycarbonylmethoxy)phenoxy-5-(4-fluorophenyl)-3-methylsulfonyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one
• CAS: 865089-34-5
• 化学式: C₂₈H₂₃FN₄O₇S
• 分子量: 578.578
• InChiKey: LBTYXIYTFNTTMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  41.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  131.61
• 氢给体数：
  0.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  6-(4-ethoxycarbonylmethoxy)phenoxy-5-(4-fluorophenyl)-3-methylthio-1-phenylpyrazolo[3,4-d]pyrimidin-4-one 在 sodium tungstate 、 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 5.0h， 以69%的产率得到6-(4-ethoxycarbonylmethoxy)phenoxy-5-(4-fluorophenyl)-3-methylsulfonyl-1-phenylpyrazolo[3,4-d]pyrimidin-4-one
  参考文献：
  名称：

  A novel synthesis and herbicidal activity of fluorine-containing pyrazolo[3,4-d]pyrimidin-4-one derivatives

  摘要：

  The 6-(4-alkoxycarbonylalkoxy)phenoxy-3-alkylthio-5-(fluoro-substituted)phenyl-l-phenylpyrazolo[3,4-d]pyrimidin-4-ones 6 have been successfully synthesized via a tandem aza-Wittig and annulation reactions of the corresponding iminophosphorances 4, aromatic isocyanate, and substituted phenols 2 in 59-69% isolated yields using actonitrile as solvent. These novel compounds 6 could be oxidized to sulfones 7 by hydrogen peroxide in satisfactory yields (57-93%). Their structures were clearly verified by spectroscopic data (IR, H-1 NMR, C-13 NMR, MS, Elemental analysis or X-ray diffraction crystallography). The results of preliminary bioassay indicated that these compounds possess herbicidal activity against the root of rape and barnyard grass. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.08.008