N-phenyl-N'-(3-ethoxycarbonyl-4-phenylpyrimido<1,2-a>benzimidazol-2-yl)urea | 138610-07-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-phenyl-N'-(3-ethoxycarbonyl-4-phenylpyrimido<1,2-a>benzimidazol-2-yl)urea
• CAS: 138610-07-8
• 化学式: C₂₆H₂₁N₅O₃
• 分子量: 451.484
• InChiKey: FJDIUKUDAUCEMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  97.62
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-phenyl-N'-(3-ethoxycarbonyl-4-phenylpyrimido<1,2-a>benzimidazol-2-yl)urea 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以56%的产率得到3,5-diphenyl-1H,3H-pyrimido<4',5':4,5>pyrimido<1,2-a>benzimidazole-2,4-dione
  参考文献：
  名称：

  Synthesis of derivatives of the new heterocyclic system pyrimido[4?,5?:4,5]pyrimido[1,2-a]benzimidazole

  摘要：

  3-Phenyl-5-methyl(phenyl)-1H,3H-pyrimido[4',5':4,5]pyrimido[1,2-a]benzimidazole-2,4-diones were obtained by the cyclization of N- phenyl-N'-[3-ethoxycarbonyl-4-methyl(phenyl)pyrimido[1,2-a]benzimidazol-2-yl]ureas by the action of potassium carbonate. 2-Methyl-5-phenyl-1H-pyrimido[4',5':4,5]pyrimido[1,2-a]benzimidazol-4-one was obtained by the reaction of N'-3-ethoxycarbonyl-4-phenylpyrimido[1,2-a]benzimidazol-2-yl]-N,N-dimethylacetamidine with ammonium acetate in ethanol. The synthesized compounds are members of a new heterocyclic system. The molecular and crystal structure of the solvate of 3-phenyl-5-methyl-1H,3H-pyrimido[4',5':4,5]pyrimido[1,2-a]benzimidazole-2,4-dione with two molecules of DMF was studied by x-ray crystallographic analysis.

  DOI：

  10.1007/bf00961049
• 作为产物：
  描述：

  2-amino-4-phenyl-3-ethoxycarbonylpyrimido<1,2-a>benzimidazole 、 异氰酸苯酯 以 甲苯 为溶剂， 反应 2.5h， 以71%的产率得到N-phenyl-N'-(3-ethoxycarbonyl-4-phenylpyrimido<1,2-a>benzimidazol-2-yl)urea
  参考文献：
  名称：

  Synthesis of ureas, amidines, and guanidines of the pyhimido[1,2-a]benzimidazole series

  摘要：

  The reaction of derivatives of 2-aminopyrimido[1,2-a]benzimidazole (APB) with isocyanates or dimethylacetamide dimethylacetals yielded ureas and amidines of the title series. The corresponding guanidines were synthesized by reaction of borylated APB with carbodiimides via boron chelates.

  DOI：

  10.1007/bf00959727