2-(2,4-dimethylphenyl)-4,5-diphenyl-1H-imidazole | 111318-28-6

• 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-(2,4-dimethylphenyl)-4,5-diphenyl-1H-imidazole
• CAS: 111318-28-6
• 化学式: C₂₃H₂₀N₂
• 分子量: 324.425
• InChiKey: QBCRBSAOFNQUPM-UHFFFAOYSA-N

物化性质

• 沸点：
  527.8±39.0 °C(Predicted)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2,4-dimethylphenyl)-4,5-diphenyl-1H-imidazole 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以60%的产率得到2-(2,4-Dimethyl-phenyl)-1-ethyl-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  Isikdag; Meric, Bollettino Chimico Farmaceutico, 1999, vol. 138, # 1, p. 24 - 29

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二甲基苯甲醛 、 联苯甲酰 在 vanadatesulfuric acid 、 ammonium acetate 作用下， 反应 1.0h， 以79%的产率得到2-(2,4-dimethylphenyl)-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  纳米棒钒酸盐硫酸催化多组分合成高取代的咪唑

  摘要：

  纳米棒钒酸硫酸盐（VSA NRs）作为可循环利用的生态友好型催化剂，用于通过醛，苯甲腈，安息香一锅法合成2,4,5-三取代的咪唑和1,2,4,5-四取代的咪唑或在无溶剂条件下的9,10菲醌和乙酸铵或苯胺可提供高到极好的收率。通过简单的高纯度氯磺酸和偏钒酸钠的反应即可轻松制备VSA。与常规方法相比，本方案具有许多优点，例如方法简单，反应时间短，产率高，易于后处理，催化剂的可回收性和可再利用性以及产物的简单纯化。

  DOI：

  10.1515/chempap-2015-0156

文献信息

• A Convenient Method for the Preparation of 2,4,5-triaryl Imidazoles Using Barium Chloride Dispersed on Silica Gel Nanoparticles (BaCl2-nano SiO2) as Heterogeneous Reusable Catalyst
  作者：Mohammad R.M. Shafiee、Abbas Fazlinia、Najme Yaghooti、Majid Ghashang

  DOI：10.2174/157017812801264683

  日期：2012.5.1

  A simple and eco-friendly procedure for the synthesis of 2,4,5-triaryl imidazoles by using Barium chloride dispersed on silica gel nanoparticles (BaCl2-nano SiO2) as heterogeneous reusable catalyst in high yield under thermal conditions has been described.

  描述了一种简单且环保的方法，通过使用分散在硅胶纳米颗粒上的氯化钡（BaCl2-nano SiO2）作为高产率的可重复使用的异相催化剂，在热条件下合成2,4,5-三芳基咪唑。
• Eco-friendly synthesis of various tri-substituted imidazole derivatives by using a novel functionalized NCP@SiO3PrNHPrSiO3TiO2 under solvent-free conditions
  作者：Khadijeh Rabiei、Behjat Pouramiri、Masoud Neshati、Aida Imanvand

  DOI：10.1016/j.jorganchem.2023.122888

  日期：2023.11

  catalytic activity of NCP@SiO3PrNHPrSiO3TiO2 was also employed for the synthesis of tri-substituted imidazoles via three-component condensation reactions of aldehydes, benzyl and NH4OAc under solvent-free conditions. This synthesis features environmentally benign, short reaction time, efficiency, and feasibility of large-scale synthesis compared to classical reactions.

  在本研究中，使用各种分析技术设计、合成并充分表征了一种新型NCP@SiO 3 PrNHPrSiO 3 TiO 2纳米催化剂：XRD 、FT-IR、SEM、EDS、BET 和 TG 分析。NCP@SiO 3 PrNHPrSiO 3 TiO 2的催化活性也被用于在无溶剂条件下通过醛、苄基和NH 4 OAc的三组分缩合反应合成三取代咪唑。与经典反应相比，该合成具有环境友好、反应时间短、效率高以及大规模合成的可行性等特点。
• Synthesis and analgesic activity of some 1-benzyl-2-substituted-4,5-diphenyl-1H-imidazole derivatives
  作者：Ümit Uçucu、Nalan Gündoğdu Karaburun、İlhan Işikdağ

  DOI：10.1016/s0014-827x(01)01076-x

  日期：2001.4

  In this study, derivatives of 1-benzyl-2-substituted-4,5-diphenyl-1H-imidazole were synthesized and their analgesic activity assayed in two tests. 1,2,4,5-Tetrasubstituted imidazole compounds were obtained by the treatment of purified imidazole compounds with benzyl chloride in the presence of sodium hydride. The structure elucidation of the compounds was performed by IR, H-1-NMR and mass spectroscopic data and elemental analysis results. Generally the prepared compound exhibited only moderate analgesic activity in mice at the dose of 100 mg/kg i.p.; however, a few of them exhibited good activity, almost equivalent to that of morphine at 1 mg/kg i.p. was observed. At the above dosage, no toxicity was observed for all compounds. (C) 2001 Elsevier Science S.A. All rights reserved.