ethyl 4-amino-2-phenyl-1,2-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate | 1083171-80-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: ethyl 4-amino-2-phenyl-1,2-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate
• 英文别名: Ethyl 4-amino-2-phenyl-1,2-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate
• CAS: 1083171-80-5
• 化学式: C₁₉H₁₈N₄O₂
• 分子量: 334.378
• InChiKey: XSSZXLQLJACXJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  82.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-benzylidene-1H-benzo[d]imidazol-2-amine 、 氰乙酸乙酯 以 乙醇 为溶剂， 反应 0.05h， 以84%的产率得到ethyl 4-amino-2-phenyl-1,2-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate
  参考文献：
  名称：

  Versatility of Alternative Reaction Media: Water-Mediated Domino and Green Chemical Synthesis of Pyrimido[1,2-a]benzimidazole Under Nonconventional Conditions

  摘要：

  A convenient and clean water-mediated synthesis of a series of 4-amino-2-aryl-1,2-dihydro pyrimido[1,2-a]benzimidazoles (4) is reported using alternative nonconventional energy sources. The products are obtained in shorter times with excellent yields (78-89%) from the multicomponent reaction of 2-aminobenzimidazole (1), malononitrile/ethylcyanoacetate (2a/b), and carbonyl compounds (3). The reaction is found to be general with respect to the cyclic and acyclic carbonyl compounds. The procedure does not involve the use of any additional reagent/catalyst, produces no waste, and represents a green synthetic protocol with high atom economy.

  DOI：

  10.1080/00397910802164732

文献信息

• Versatility of Alternative Reaction Media: Water-Mediated Domino and Green Chemical Synthesis of Pyrimido[1,2-a]benzimidazole Under Nonconventional Conditions
  作者：Anshu Dandia、Ruby Singh、Anuj Kumar Jain、Dharmendra Singh

  DOI：10.1080/00397910802164732

  日期：2008.9.29

  A convenient and clean water-mediated synthesis of a series of 4-amino-2-aryl-1,2-dihydro pyrimido[1,2-a]benzimidazoles (4) is reported using alternative nonconventional energy sources. The products are obtained in shorter times with excellent yields (78-89%) from the multicomponent reaction of 2-aminobenzimidazole (1), malononitrile/ethylcyanoacetate (2a/b), and carbonyl compounds (3). The reaction is found to be general with respect to the cyclic and acyclic carbonyl compounds. The procedure does not involve the use of any additional reagent/catalyst, produces no waste, and represents a green synthetic protocol with high atom economy.