2-(2,5-dimethoxyphenyl)-4,5-diphenyl-1H-imidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2,5-dimethoxyphenyl)-4,5-diphenyl-1H-imidazole
• 化学式: C₂₃H₂₀N₂O₂
• mdl: MFCD00033539
• 分子量: 356.424
• InChiKey: KFLNEDUHNWEZSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  47.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-二甲氧基苯甲醛 、 联苯甲酰 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 0.75h， 以81%的产率得到2-(2,5-dimethoxyphenyl)-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  Natural Bio-surfactant for Pseudomulticomponent Synthesis of 2-Aryl-1- aryl Methyl-1H-benzimidazoles

  摘要：

  绿色化学强调开发环保的化学过程和技术。采用邻苯二胺和芳香醛的伪多组分合成2-芳基-1-芳基甲基-1H-苯并咪唑是通过布朗斯特酸型生物表面活性剂作为催化剂进行的。这种方法的绿色特征包括使用来自可再生资源的生物可降解催化剂，即柠檬提取物，作为生物表面活性剂型布朗斯特酸，提供有效的微胶团介质用于环缩合反应。生物表面活性剂的临界胶束浓度（cmc）通过电导法确定，并通过光学显微镜测量进行可视化。所有纯化合物的身份通过FT-IR、1H NMR和13C NMR光谱技术得以确认。

  DOI：

  10.2174/1570178614666170710115331

文献信息

• One-Pot Three-Component Synthesis of 2,4,5-Triaryl-1H-imidazoles Using Mn2+ Complex of [7-Hydroxy-4-methyl-8-coumarinyl] Glycine as a Heterogeneous Catalyst
  作者：Hashem Sharghi、Seyyede Faeze Razavi、Mahdi Aberi

  DOI：10.1007/s10562-021-03717-2

  日期：2022.6

  A highly efficient and simple synthesis of 2,4,5-trisubstituted imidazoles has been developed using highly reusable support‐free Mn2+complex of [7-hydroxy-4-methyl-8-coumarinyl] glycine as a heterogeneous catalyst via a one-pot three-component reaction of benzil, aldehydes and ammonium acetate as a nitrogen source. Moreover, this catalyst was characterized by various techniques such as field emission

  使用高度可重复使用的 [7-hydroxy-4-methyl-8-coumarinyl] 甘氨酸的 Mn 2+ 配合物作为非均相催化剂，开发了一种高效且简单的 2,4,5-三取代咪唑合成方法。- 苯偶酰、醛类和乙酸铵作为氮源的锅三组分反应。此外，该催化剂通过场发射扫描电子显微镜（FE-SEM）、能量色散X射线光谱（EDX）、FT-IR光谱、粉末X射线衍射（XRD）、电感耦合等离子体（ ICP）和热重分析（TGA）。此外，该催化剂是稳定的，可以重复使用至少六次而不会显着丧失活性。 图形摘要
• Natural Bio-surfactant for Pseudomulticomponent Synthesis of 2-Aryl-1- aryl Methyl-1H-benzimidazoles
  作者：Smita T. Morbale、Sachin K. Shinde、Shashikant A. Damate、Madhukar B. Deshmukh、Suresh S. Patil

  DOI：10.2174/1570178614666170710115331

  日期：2017.12.11

  Green chemistry emphasizes the development of environmentally benign chemical processes and technologies. Pseudo-multicomponent synthesis of 2-aryl-1-arylmethyl-1H-benzimidazoles using o-phenylenediamine and aromatic aldehydes is carried out by Bronsted acid type bio-surfactant as a catalyst. The green features of this method include the use of biodegradable catalyst obtained from renewable resource i.e. Citrus Limonium extract as bio-surfactant type Bronsted acid, which provides a micellar media for effective cyclocondensation. The critical micellar concentration (cmc) of biosurfactant was determined by conductivity method and visualized by light microscopy measurement. Identity of all pure compounds was ascertained on the basis of FT-IR, 1H NMR and 13C NMR spectroscopic techniques.

  绿色化学强调开发环保的化学过程和技术。采用邻苯二胺和芳香醛的伪多组分合成2-芳基-1-芳基甲基-1H-苯并咪唑是通过布朗斯特酸型生物表面活性剂作为催化剂进行的。这种方法的绿色特征包括使用来自可再生资源的生物可降解催化剂，即柠檬提取物，作为生物表面活性剂型布朗斯特酸，提供有效的微胶团介质用于环缩合反应。生物表面活性剂的临界胶束浓度（cmc）通过电导法确定，并通过光学显微镜测量进行可视化。所有纯化合物的身份通过FT-IR、1H NMR和13C NMR光谱技术得以确认。
• Pumice-modified cellulose fiber: An environmentally benign solid state hybrid catalytic system for the synthesis of 2,4,5-triarylimidazole derivatives
  作者：Ali Maleki、Saideh Gharibi、Kobra Valadi、Reza Taheri-Ledari

  DOI：10.1016/j.jpcs.2020.109443

  日期：2020.7

  In this study, we developed an instrumental hybrid catalytic system comprising cellulose fiber and volcanic pumice powder, which was applied as a suitable organic-inorganic hybrid catalyst for the synthesis of 2,4,5-triarylimidazole derivatives. High reaction yields (97%) were obtained in short reaction times (20 min) using this catalytic system. In physical terms, the high porosity of pumice provides an extremely high active surface area for electronic interactions among the components. Moreover, the most distinctive properties of this catalytic system are high biodegradability, simple separation of the catalyst, and good reusability. The natural pumice can be recovered easily using an external magnet and reused with no significant decline in the catalytic activity. The structural characteristics of this efficient catalytic system were assessed using various analytical methods.
• Simple practical method for synthesis of trisubstituted imidazoles: an efficient copper catalyzed multicomponent reaction
  作者：Vikas D. Kadu、Ganesh A. Mali、Siddheshwar P. Khadul、Gokul J. Kothe

  DOI：10.1039/d1ra01767e

  日期：——

  A rapid practical process has been developed for synthesis of 2,4,5-trisubstituted-imidazoles in excellent yields up to 95% from readily available starting materials. In this CuI catalyzed synthesis, trisubstituted imidazoles were afforded in short reaction times, wherein the substrate scope is well explored with benzoin as well as benzil reacting with different aldehydes in the presence of ammonium

  已经开发出一种快速实用的方法，用于从容易获得的起始材料合成 2,4,5-三取代咪唑，收率高达 95%。在这种 CuI 催化合成中，在很短的反应时间内得到了三取代咪唑，其中在乙酸铵作为氮源存在下，安息香以及苯偶酰与不同的醛反应，很好地探索了底物范围。