2-(Dibutylamino)-5-methyl-3-(3-methylphenyl)-6-(1,2,4-triazol-1-yl)thieno[2,3-d]pyrimidin-4-one | 1235977-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(Dibutylamino)-5-methyl-3-(3-methylphenyl)-6-(1,2,4-triazol-1-yl)thieno[2,3-d]pyrimidin-4-one
• CAS: 1235977-86-2
• 化学式: C₂₄H₃₀N₆OS
• 分子量: 450.608
• InChiKey: GPXQMIDCPVIAAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 2-(Dibutylamino)-5-methyl-3-(3-methylphenyl)-6-(1,2,4-triazol-1-yl)thieno[2,3-d]pyrimidin-4-one
  参考文献：
  名称：

  Efficient Synthesis of 6-(1H-1,2,4-Triazol-1-yl)-thieno[2,3-d]pyrimidin-4(3H)-ones via an Iminophosphorane

  摘要：

  Ethyl 2-amino-4-methyl-5-(1H-1,2,4-triazol-1-yl)thiophene-3-carboxylate 2, obtained from Gewald reaction of 1-(1H-1,2,4-triazol-1-yl)acetone 1 with ethyl cyanoacetate and sulfur, was transferred into iminophosphorane 3. Further reaction of 3 with aromatic isocyanates gave carbodiimides 4, which were treated subsequently with a secondary amine to give 6-(1H-1,2,4-triazol-1-yl)-thieno[2,3-d]pyrimidin-4(3H)-ones 6 in good yields in the presence of a catalytic amount of sodium ethoxide.

  DOI：

  10.1080/00397910903219351