4,4'-[4,4'-(1,4-phenylene)bis(1,2,3,4,5,7-hexahydro-1,3-dimethyl-2,5-dioxo-6H-pyrrolo[3,4-d]pyrimidine-4,6-diyl)]dibenzoic acid | 1246405-40-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 4,4'-[4,4'-(1,4-phenylene)bis(1,2,3,4,5,7-hexahydro-1,3-dimethyl-2,5-dioxo-6H-pyrrolo[3,4-d]pyrimidine-4,6-diyl)]dibenzoic acid
• CAS: 1246405-40-2
• 化学式: C₃₆H₃₂N₆O₈
• 分子量: 676.685
• InChiKey: ATQZMYZRKYUUCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.76
• 重原子数：
  50.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  162.32
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  diethyl 4,4'-(1,4-phenylene)bis[6-(chloromethyl)-1,2,3,4-tetrahydro-1,3-dimethyl-2-oxopyrimidine-5-carboxylate] 、 对氨基苯甲酸 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 4.0h， 以28%的产率得到4,4'-[4,4'-(1,4-phenylene)bis(1,2,3,4,5,7-hexahydro-1,3-dimethyl-2,5-dioxo-6H-pyrrolo[3,4-d]pyrimidine-4,6-diyl)]dibenzoic acid
  参考文献：
  名称：

  One-pot synthesis of diethyl 4,4′-(1,4-phenylene)bis[6-(halomethyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates] and their bispyrrolocyclization

  摘要：

  A one-pot synthesis of diethyl 4,4'-(1,4-phenylene)bis[6-(chloromethyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates] is proposed via three-component condensation of terephthalic aldehyde, 4-chloroacetoacetic ester, and ureas under Biginelli reaction conditions. Interaction of the obtained precursors that contain two highly reactive binucleophilic groups with primary amines leads to bis-heterocyclization with formation of (1,4-phenylene)bis(pyrrolo[3,4-d]pyrimidine-2,5-diones).

  DOI：

  10.1007/s00706-010-0354-9