2-amino-4-phenylpyrimido<1,2-a>benzimidazole | 132631-75-5

• 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: 2-amino-4-phenylpyrimido<1,2-a>benzimidazole
• 英文别名: 4-Phenylpyrimido[1,2-a]benzimidazol-2-amine
• CAS: 132631-75-5
• 化学式: C₁₆H₁₂N₄
• 分子量: 260.298
• InChiKey: RAHMEIYSYSLMKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-4-phenylpyrimido<1,2-a>benzimidazole 、 苯甲酸酐 在 吡啶 作用下， 以 xylene 为溶剂， 以9%的产率得到2-benzoylamino-4-phenylpyrimido<1,2-a>benzimidazole
  参考文献：
  名称：

  Synthesis of functionalized pyrimido[1,2-a]-benzimidazoles from (benzimidazol-2-yl)cyanamide and ?-dicarbonyl compounds using nickel complexes or salts

  摘要：

  It was found that cyclocondensation of (benzimidazol-2-yl)cyanamide with beta-diketones and beta-ketoesters proceeds in the presence of beta-ketoenolates or nickel(2+) acetate with the formation of 2-aminopyrimido[1,2-a]benzimidazole derivatives. Protonation (deuteration) and methylation of substituted 2-aminopyrimido[1,2-a]benzimidazoles takes place at the N-10 atom, while acylation by carboxylic acid anhydrides gives the 2-acylamino derivatives exclusively.

  DOI：

  10.1007/bf00958851
• 作为产物：
  描述：

  二苯甲酰基甲烷 、 1H-苯并咪唑-2-基氰胺 在 盐酸 、 Ni(PhCOCHCOPh)2 作用下， 生成 2-amino-4-phenylpyrimido<1,2-a>benzimidazole
  参考文献：
  名称：

  Synthesis of functionalized pyrimido[1,2-a]-benzimidazoles from (benzimidazol-2-yl)cyanamide and ?-dicarbonyl compounds using nickel complexes or salts

  摘要：

  It was found that cyclocondensation of (benzimidazol-2-yl)cyanamide with beta-diketones and beta-ketoesters proceeds in the presence of beta-ketoenolates or nickel(2+) acetate with the formation of 2-aminopyrimido[1,2-a]benzimidazole derivatives. Protonation (deuteration) and methylation of substituted 2-aminopyrimido[1,2-a]benzimidazoles takes place at the N-10 atom, while acylation by carboxylic acid anhydrides gives the 2-acylamino derivatives exclusively.

  DOI：

  10.1007/bf00958851

文献信息

• Synthesis of ureas, amidines, and guanidines of the pyhimido[1,2-a]benzimidazole series
  作者：M. F. Gordeev、Z. K. Dem'yanets、M. N. Bochkareva、V. A. Dorokhov

  DOI：10.1007/bf00959727

  日期：1991.12

  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.