2-Phenyl-4-o-chlorphenyl-2-imidazolin-5-on | 58486-89-8

• 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: 2-Phenyl-4-o-chlorphenyl-2-imidazolin-5-on
• 英文别名: (Z)-4-(2-chlorobenzylidene)-2-phenyl-1H-imidazol-5(4H)-one；2-phenyl-5-[1-(2-chlorophenyl)-meth-(Z)-ylidene]-3,5-dihydro-imidazol-4-one；5-(2-chloro-benzylidene)-2-phenyl-3,5-dihydro-imidazol-4-one；5-((Z)-2-chloro-benzylidene)-2-phenyl-3,5-dihydro-imidazol-4-one；5-((Z)-2-Chlor-benzyliden)-2-phenyl-3,5-dihydro-imidazol-4-on；Imidazol-4(4H-one, 5-(2-chlorobenzylideno)-2-phenyl-, 1,5-dihydro-；(4Z)-4-[(2-chlorophenyl)methylidene]-2-phenyl-1H-imidazol-5-one
• CAS: 58486-89-8
• 化学式: C₁₆H₁₁ClN₂O
• 分子量: 282.729
• InChiKey: RYNDAFGVFYHCIQ-UVTDQMKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Phenyl-4-o-chlorphenyl-2-imidazolin-5-on 以53%的产率得到
  参考文献：
  名称：

  DEVASIA G. M.; PILLAI C. R., TETRAHEDRON LETT. , 1975, NO 46, 4051-4052

  摘要：

  DOI：
• 作为产物：
  描述：

  在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 2-Phenyl-4-o-chlorphenyl-2-imidazolin-5-on
  参考文献：
  名称：

  A Practical and Efficient Synthesis of 2,5-Disubstituted-3,5-dihydro-imidazol-4-ones from Oxazolones

  摘要：

  An alternative procedure for the synthesis of 2,5-disubstituted-3,5-dihydro-imidazol-4-ones from substituted oxazolones was evaluated. The initial oxazolone ring-opening reaction was examined with a variety of ammonia source compounds followed by the subsequent 3,5-dihydro-imidazol-4-one cyclization reaction, which was carried out with either an organic or inorganic base in aprotic solvents. In this article, we report the results of an efficient and straightforward procedure for the synthesis of 2,5-disubstituted-3,5-dihydro-imidazol-4-ones that gives satisfactory yield and quality.

  DOI：

  10.1080/00397911.2011.581406

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).
• Some Reaction Products of Aromatic Amidines with Diketones, Dialdehydes and their Monoximes
  作者：John B. Ekeley、J. Lell Elliott

  DOI：10.1021/ja01292a047

  日期：1936.1
• DEVASIA G. M.; SHAFI P. MOHAMED, INDIAN J. CHEM., 1979, B 17, NO 5, 526-527
  作者：DEVASIA G. M.、 SHAFI P. MOHAMED

  DOI：——

  日期：——
• DEVASIA, GANAPATHIPLACKAL, M.;SHAFI, P. MOHAMED, INDIAN J. CHEM., 1981, 20, N 8, 657-660
  作者：DEVASIA, GANAPATHIPLACKAL, M.、SHAFI, P. MOHAMED

  DOI：——

  日期：——
• A Practical and Efficient Synthesis of 2,5-Disubstituted-3,5-dihydro-imidazol-4-ones from Oxazolones
  作者：Flavio Chavez、Caslin Pavy、Thomas Williamson、Thomas Cleary

  DOI：10.1080/00397911.2011.581406

  日期：2012.11.15

  An alternative procedure for the synthesis of 2,5-disubstituted-3,5-dihydro-imidazol-4-ones from substituted oxazolones was evaluated. The initial oxazolone ring-opening reaction was examined with a variety of ammonia source compounds followed by the subsequent 3,5-dihydro-imidazol-4-one cyclization reaction, which was carried out with either an organic or inorganic base in aprotic solvents. In this article, we report the results of an efficient and straightforward procedure for the synthesis of 2,5-disubstituted-3,5-dihydro-imidazol-4-ones that gives satisfactory yield and quality.