1-benzyl-2-(2-methoxyphenyl)-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: 1-benzyl-2-(2-methoxyphenyl)-4,5-diphenyl-1H-imidazole
• 英文别名: 1-Benzyl-2-(2-methoxyphenyl)-4,5-diphenylimidazole
• 化学式: C₂₉H₂₄N₂O
• 分子量: 416.522
• InChiKey: JRVQRGSZHZQUEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氯化苄 、 2-(2-甲氧基苯基)-4,5-二苯基-1H-咪唑 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以62%的产率得到1-benzyl-2-(2-methoxyphenyl)-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  Synthesis and analgesic activity of some 1-benzyl-2-substituted-4,5-diphenyl-1H-imidazole derivatives

  摘要：

  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.

  DOI：

  10.1016/s0014-827x(01)01076-x

文献信息

• One-Pot Synthesis of Polysubstituted Imidazoles Based on Pd(OAc)2/Ce(SO4)2/Bi(NO3)3 Trimetallic Cascade of Decarboxylation/Wacker-Type Oxidation/Debus–Radziszewski Reaction
  作者：Wei Sun、Mingjuan Zhang、Peilang Li、Yiqun Li

  DOI：10.1055/s-0037-1611835

  日期：2019.9

  Abstract A novel and highly efficient one-pot synthesis of polysubstituted imidazoles from α-hydroxyphenylacetic acids, diphenylacetylene, and amines has been achieved by Pd(OAc)2/Ce(SO4)2/Bi(NO3)3 trimetallic catalytic system. A series of control experiments showed that this overall reaction occurs through a one-pot cascade process combining the steps of decarboxylation of α-hydroxyphenylacetic acids

  抽象的 通过Pd（OAc）2 / Ce（SO 4）2 / Bi（NO 3）3从α-羟基苯基乙酸，二苯乙炔和胺中合成新颖高效的一锅合成咪唑三金属催化体系。一系列对照实验表明，整个反应是通过一锅级联过程完成的，该过程结合了α-羟基苯基乙酸的脱羧步骤，二苯基乙炔的Wacker型氧化步骤以及原位生成的芳基醛和苯的Debus-Radziszewski环合反应，以及胺。该反应代表使用α-羟基苯基乙酸和二苯乙炔作为芳基醛和β-二酮的来源的新颖的多组分反应。该方法具有宽泛的底物范围和良好的官能团耐受性，可在温和条件下以优异的收率（72–88％）组装相应的多取代的咪唑。 通过Pd（OAc）2 / Ce（SO 4）2 / Bi（NO 3）3从α-羟基苯基乙酸，二苯乙炔和胺中合成新颖高效的一锅合成咪唑三金属催化体系。一系列对照实验表明，整个反应是通过一锅级联过程完成的，该过程结合了α-羟基苯基乙酸的脱羧步骤，二
• Propyl–SO3H functionalized SBA-15: Microwave-mediated green synthesis of biologically active multi-substituted imidazole scaffolds
  作者：Jenifer J. Gabla、Dharmesh R. Lathiya、Akash A. Revawala、Kalpana C. Maheria

  DOI：10.1007/s11164-018-3707-3

  日期：2019.4

  The SBA-15–Pr–SO3H catalyst was found to be an efficient and recyclable solid acid catalyst and this solvent-free MW protocol afforded products in good to excellent yields of both, tri and tetra imidazoles (> 95%) within shorter reaction time (3 min) at 600 W as compared to the SBA-15 and other existing protocols. The applicability of this protocol was further explored by conducting the experiments

  摘要 通过介孔SBA-15的表面改性，通过一锅共缩聚法合成了原磺酸磺酸官能化的Santa Barbara Amorphous-15（SBA-15-Pr-SO 3 H）催化剂。合成的SBA-15 – Pr – SO 3 H已通过特殊的表征技术进行了表征，例如小角度和广角XRD，SEM – EDX，TEM，TG – DTA，酸度，FT-IR，Py-FT-IR和BET表面积分析。研究了合成催化剂对无溶剂微波辐射的催化活性，用于绿色快速合成多取代的咪唑，[2,4,5-三苯基-1（H）-咪唑（三咪唑）和1-苄基-2,4,5-三苯基-1 H-咪唑（四咪唑）]。SBA-15-Pr-SO 3发现H催化剂是一种有效且可循环使用的固体酸催化剂，这种无溶剂的MW方案在600 W的较短反应时间（3分钟）内提供了三咪唑和四咪唑（> 95％）的良好至优异收率的产物。与SBA-15和其他现有协议相比。通过在各种溶剂和取
• An efficient green protocol for the synthesis of tetra-substituted imidazoles catalyzed by zeolite BEA: effect of surface acidity and polarity of zeolite
  作者：Jenifer J. Gabla、Sunil R. Mistry、Kalpana C. Maheria

  DOI：10.1039/c7cy01398a

  日期：——

  controlled dealumination. The synthesized materials were characterized by various characterization techniques such as XRD, ICP-OES, BET, NH3-TPD, FT-IR, pyridine FT-IR, 27Al and 1H MAS NMR. It has been observed that the dealumination of the parent zeolite H-BEA (12) results in the enhanced strength of Brønsted acidity up to a certain Si/Al ratio which is attributed to the inductive effect of Lewis acidic

  在本研究中，研究了各种介质（H-ZSM-5）和大孔（H-BEA，HY，H-MOR）沸石作为固体酸催化剂的催化活性。发现H-BEA沸石是一种可通过NH-苄基苯之间的一锅，四组分反应（4-CR）合成1-苄基-2,4,5-三苯基-1 H-咪唑的有效催化剂4 OAc，取代的芳族醛和苄基胺。通过控制脱铝可以很好地改善BEA分子筛的疏水性，Si / Al比和酸性。合成的材料通过各种表征技术进行表征，例如XRD，ICP-OES，BET，NH 3 -TPD，FT-IR，吡啶FT-IR，27 Al和1H MAS NMR。据观察，母体H-BEA沸石（12）的脱铝导致布朗斯台德酸度的强度提高到一定的Si / Al比，这归因于路易斯酸性EFAl物质的诱导作用，导致较高的沸石BEA（15）催化剂对1-苄基2,4,5-三苯-1 H合成的催化活性;-咪唑类在无热溶剂的条件下具有良好至极好的收率。使用本发明的催化合成方案
• 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.