3-(4-chlorophenyl)-6-(3-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-1,2,3-triazolo[4,5-d]pyrimidine-7-one | 1356190-30-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-(4-chlorophenyl)-6-(3-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-1,2,3-triazolo[4,5-d]pyrimidine-7-one
• CAS: 1356190-30-1
• 化学式: C₂₂H₁₂Cl₂FN₅OS
• 分子量: 484.341
• InChiKey: MIFNNVYQDSSRQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.56
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  65.6
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3-(4-chlorophenyl)-6-(3-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-1,2,3-triazolo[4,5-d]pyrimidine-7-one 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以74%的产率得到3-(4-chlorophenyl)-6-(3-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)sulfinyl]-1,2,3-triazolo[4,5-d]pyrimidine-7-one
  参考文献：
  名称：

  Iminophosphorane-Mediated Efficient Synthesis of New Fluorine-Containing Triazolo[4,5-d]Pyrimidin-7-Ones

  摘要：

  The carbodiimides 3, obtained from aza-Wittig reactions of the corresponding iminophosphorane 2 with 1 equiv. of aromatic isocyanates, were allowed to react in the presence of a catalytic amount of potassium carbonate or EtO-Na+ with p-fluorothiophenol to give 5,6-disubstituted 1,2,3-triazolo[4,5-d]-pyrimidine-7-ones 5 in satisfactory yields. Further reaction of compounds 5 with H2O2 or Na2WO4/H2O2 generated the corresponding compounds 6 and 7 in good yields, respectively.

  DOI：

  10.1080/10426507.2011.590169
• 作为产物：
  描述：

  乙基2H-1,2,3-三唑-4-羧酸酯 在 sodium ethanolate 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 3-(4-chlorophenyl)-6-(3-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-1,2,3-triazolo[4,5-d]pyrimidine-7-one
  参考文献：
  名称：

  Iminophosphorane-Mediated Efficient Synthesis of New Fluorine-Containing Triazolo[4,5-d]Pyrimidin-7-Ones

  摘要：

  The carbodiimides 3, obtained from aza-Wittig reactions of the corresponding iminophosphorane 2 with 1 equiv. of aromatic isocyanates, were allowed to react in the presence of a catalytic amount of potassium carbonate or EtO-Na+ with p-fluorothiophenol to give 5,6-disubstituted 1,2,3-triazolo[4,5-d]-pyrimidine-7-ones 5 in satisfactory yields. Further reaction of compounds 5 with H2O2 or Na2WO4/H2O2 generated the corresponding compounds 6 and 7 in good yields, respectively.

  DOI：

  10.1080/10426507.2011.590169