5-[4,5-bis(4-methoxyphenyl)-1H-imidazol-2-yl]-2-methoxyphenol | 370843-19-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-[4,5-bis(4-methoxyphenyl)-1H-imidazol-2-yl]-2-methoxyphenol
• CAS: 370843-19-9
• 化学式: C₂₄H₂₂N₂O₄
• 分子量: 402.45
• InChiKey: BAJHUEAFNBDZMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  76.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异香兰素 、 茴香偶姻 在 5,10,15,20-tetrakis(4-methylphenyl)porphyrinatozinc(II) 、 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 1.67h， 以88%的产率得到5-[4,5-bis(4-methoxyphenyl)-1H-imidazol-2-yl]-2-methoxyphenol
  参考文献：
  名称：

  锌（II）[四（4-甲基苯基）]卟啉：新型和可重复使用的超声辐射下有效合成2,4,5-三取代的咪唑的催化剂

  摘要：

  使用锌（II）（四（4-甲基苯基））使1,2-二酮或α-羟基酮与芳族醛和乙酸铵缩合反应，可有效地三步合成2,4,5-三取代的咪唑描述了在室温下超声辐射下卟啉作为新型可重复使用的催化剂。在这种方法中，α-羟基酮以及1,2-二酮以优异的产率转化为它们相应的2,4,5-三取代的咪唑。

  DOI：

  10.5012/jkcs.2011.55.5.787

文献信息

• A highly efficient magnetic solid acid catalyst for synthesis of 2,4,5-trisubstituted imidazoles under ultrasound irradiation
  作者：Javad Safari、Zohre Zarnegar

  DOI：10.1016/j.ultsonch.2012.10.004

  日期：2013.3

  Fe3O4 nanoparticles were prepared by chemical coprecipitation method and subsequently coated with 3-aminopropyltriethoxysilane (APTES) via silanization reaction. Grafting of chlorosulfuric acid on the amino-functionalized Fe3O4 nanoparticles afforded sulfamic acid-functionalized magnetic nanoparticles (SA-MNPs). SA-MNPs was found to be a mild and effective solid acid catalyst for the efficient, one-pot, three-component synthesis of 2,4,5-trisubstituted imidazoles under ultrasound irradiation. This protocol afforded corresponding imidazoles in shorter reaction durations, and in high yields. This green procedure has many obvious advantages compared to those reported in the previous literatures, including avoiding the use of harmful catalysts, easy and quick isolation of the products, excellent yields, short routine, and simplicity of the methodology. (C) 2012 Elsevier B.V. All rights reserved.
• Zinc (II) [tetra(4-methylphenyl)] Porphyrin: a Novel and Reusable Catalyst for Efficient Synthesis of 2,4,5-trisubstituted Imidazoles Under Ultrasound Irradiation
  作者：Javad Safari、Shiva Dehghan Khalili、Sayed Hossein Banitaba、Hossein Dehghani

  DOI：10.5012/jkcs.2011.55.5.787

  日期：2011.10.20

  An efficient three-component one-step synthesis of 2,4,5-trisubstituted imidazoles by condensation reaction of 1,2-diketones or α-hydroxyketones with aromatic aldehydes and ammonium acetate using Zinc (II) (tetra (4-methylphenyl)) porphyrin as a novel and reusable catalyst under ultrasound irradiation at ambient temperature is described. In this method, α-hydroxyketones as well as 1,2-diketones were

  使用锌（II）（四（4-甲基苯基））使1,2-二酮或α-羟基酮与芳族醛和乙酸铵缩合反应，可有效地三步合成2,4,5-三取代的咪唑描述了在室温下超声辐射下卟啉作为新型可重复使用的催化剂。在这种方法中，α-羟基酮以及1,2-二酮以优异的产率转化为它们相应的2,4,5-三取代的咪唑。