(Z)-4-(2,3-dimethoxybenzylidene)-2-phenyl-1H-imidazol-5(4H)-one | 1357516-02-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-4-(2,3-dimethoxybenzylidene)-2-phenyl-1H-imidazol-5(4H)-one
• 英文别名: (4Z)-4-[(2,3-dimethoxyphenyl)methylidene]-2-phenyl-1H-imidazol-5-one
• CAS: 1357516-02-9
• 化学式: C₁₈H₁₆N₂O₃
• 分子量: 308.337
• InChiKey: SOEDURWPVZDXLR-KAMYIIQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-((Z)-2,3-dimethoxy-benzylidene)-2-phenyl-4H-oxazol-5-one 在 尿素 作用下， 以 乙二醇 为溶剂， 反应 0.1h， 以77%的产率得到(Z)-4-(2,3-dimethoxybenzylidene)-2-phenyl-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  Efficient microwave-assisted synthesis and antioxidant activity of 4-arylidene-2-phenyl-1H-imidazol-5(4H)-ones

  摘要：

  AbstractThe efficient synthesis of 4‐arylidene‐2‐phenyl‐1H‐imidazol‐5(4H)‐ones was achieved via microwave‐assisted reactions of 4‐arylmethylene‐2‐phenyloxazol‐5(4H)‐ones with urea in glycol. This approach provides a facile shortcut for the synthesis of this type of compounds with short reaction time, high yields, broad substrate scope and easy operation. Besides, the synthesized compounds were subject to the test of antioxidant activity, which is represented by their capacities for scavenging 1,1‐diphenyl‐2‐picrylhydrazyl, hydroxyl and superoxide anion free radicals. Bioassay of these compounds resulted in the finding of several 4‐arylidene‐2‐phenyl‐1H‐imidazol‐5(4H)‐ones with significant antioxidant activity. J. Heterocyclic Chem., (2012).

  DOI：

  10.1002/jhet.766

文献信息

• Efficient microwave-assisted synthesis and antioxidant activity of 4-arylidene-2-phenyl-1H-imidazol-5(4H)-ones
  作者：Feng Shi、Xiao-Ning Zeng、Fei-Yue Wu、Shu Yan、Wei-Fa Zheng、Shu-Jiang Tu

  DOI：10.1002/jhet.766

  日期：2012.1

  AbstractThe efficient synthesis of 4‐arylidene‐2‐phenyl‐1H‐imidazol‐5(4H)‐ones was achieved via microwave‐assisted reactions of 4‐arylmethylene‐2‐phenyloxazol‐5(4H)‐ones with urea in glycol. This approach provides a facile shortcut for the synthesis of this type of compounds with short reaction time, high yields, broad substrate scope and easy operation. Besides, the synthesized compounds were subject to the test of antioxidant activity, which is represented by their capacities for scavenging 1,1‐diphenyl‐2‐picrylhydrazyl, hydroxyl and superoxide anion free radicals. Bioassay of these compounds resulted in the finding of several 4‐arylidene‐2‐phenyl‐1H‐imidazol‐5(4H)‐ones with significant antioxidant activity. J. Heterocyclic Chem., (2012).