Ethyl 4-methyl-5-(1,2,4-triazol-1-yl)-2-[(triphenyl-lambda5-phosphanylidene)amino]thiophene-3-carboxylate | 1186528-91-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Ethyl 4-methyl-5-(1,2,4-triazol-1-yl)-2-[(triphenyl-lambda5-phosphanylidene)amino]thiophene-3-carboxylate
• 英文别名: ethyl 4-methyl-5-(1,2,4-triazol-1-yl)-2-[(triphenyl-λ5-phosphanylidene)amino]thiophene-3-carboxylate
• CAS: 1186528-91-5
• 化学式: C₂₈H₂₅N₄O₂PS
• 分子量: 512.572
• InChiKey: OAFZXPPFJXMRRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  97.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Ethyl 4-methyl-5-(1,2,4-triazol-1-yl)-2-[(triphenyl-lambda5-phosphanylidene)amino]thiophene-3-carboxylate 、 对氯苯异氰酸酯 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
• 作为产物：
  描述：

  ethyl 2-amino-4-methyl-5-(1H-1,2,4-triazol-1-yl)thiophene-3-carboxylate 、 三苯基膦 在 六氯乙烷 、 三乙胺 作用下， 以 乙腈 为溶剂， 以81%的产率得到Ethyl 4-methyl-5-(1,2,4-triazol-1-yl)-2-[(triphenyl-lambda5-phosphanylidene)amino]thiophene-3-carboxylate
  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