| 1186528-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• CAS: 1186528-92-6
• 化学式: C₁₇H₁₅N₅O₂S
• 分子量: 353.404
• InChiKey: HWZZLEPKYQFFKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  、 N-甲基苯胺 以 二氯甲烷 为溶剂， 生成
  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
• 作为产物：
  描述：

  Ethyl 4-methyl-5-(1,2,4-triazol-1-yl)-2-[(triphenyl-lambda5-phosphanylidene)amino]thiophene-3-carboxylate 、 异氰酸苯酯 以 二氯甲烷 为溶剂， 生成 、 三苯基氧化膦
  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

文献信息

• Efficient Synthesis of 6-(1<i>H</i>-1,2,4-Triazol-1-yl)-thieno[2,3-d]pyrimidin-4(3<i>H</i>)-ones via an Iminophosphorane
  作者：Yong Sun、Nian-Yu Huang、Ming-Wu Ding

  DOI：10.1080/00397910903219351

  日期：2010.6.16

  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.