2-(5-methylfuran-2-yl)-4,5-diphenyl-1H-imidazole | 491870-32-7

• 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-(5-methylfuran-2-yl)-4,5-diphenyl-1H-imidazole
• 英文别名: 2-(5-methylfuran-2-yl)-4,5-diphenylimidazole
• CAS: 491870-32-7
• 化学式: C₂₀H₁₆N₂O
• 分子量: 300.36
• InChiKey: SMQINWYPEFUQET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-甲基呋喃醛 、 联苯甲酰 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 1.67h， 以99%的产率得到2-(5-methylfuran-2-yl)-4,5-diphenyl-1H-imidazole
  参考文献：
  名称：

  Co（II）锚定的戊二醛交联的壳聚糖磁性纳米粒子（MCS）用于合成2,4,5-三取代和1,2,4,5-四取代的咪唑

  摘要：

  使用新型MCS-GT @ Co（II）磁性可回收和可循环利用的催化剂，在乙醇回流条件下，开发了一种简单，高效且绿色的2,4,5-三取代和1,2,4,5-四取代的咪唑合成方法作为溶剂。通过使用戊二醛作为交联剂将壳聚糖固定在Fe 3 O 4上，然后通过乙酸钴固定Co（II）离子来制备催化剂。使用多种技术表征催化剂。对于有机产物的测定，1 H NMR，13使用13 C NMR和傅立叶变换红外光谱。还尝试了用催化剂的各个组分进行反应，但是在制备的催化剂中组分的协同作用显示出最高的产率和最短的反应时间。

  DOI：

  10.1002/aoc.3989

文献信息

• Highly efficient and simple protocol for synthesis of 2,4,5-triarylimidazole derivatives from benzil using fluorinated graphene oxide as effective and reusable catalyst
  作者：H. D. Hanoon、E. Kowsari、M. Abdouss、M. H. Ghasemi、H. Zandi

  DOI：10.1007/s11164-016-2847-6

  日期：2017.7

  Abstract Efficient synthesis of 2,4,5-triarylimidazole derivatives with simple workup is described using benzil, different aldehydes, and ammonium acetate in presence of fluorinated graphene oxide (A-MFGO) as effective catalyst that can be easily recovered and reused for several times without significant loss in activity. The simple preparation of the catalyst, short reaction time, mild conditions

  摘要 描述了在氟化石墨烯（A-MFGO）作为有效催化剂存在下使用苯甲腈，不同的醛和乙酸铵进行简单后处理的高效合成2,4,5-三芳基咪唑衍生物的方法，该催化剂易于回收并重复使用多次没有明显的活动损失。催化剂的简单制备，短的反应时间，温和的条件，高收率和低成本使得该方法在经济上有吸引力并且非常适合于合成2,4,5-三芳基咪唑衍生物。 图形概要
• Design and Optimization of Ecofriendly One-Pot Synthesis of 2,4,5-Triaryl-1<i>H</i>-imidazoles by Three-Component Condensation Using Response Surface Methodology
  作者：T. Durai Ananda Kumar、N. Yamini、C. V. S. Subrahmanyam、K. Satyanarayana

  DOI：10.1080/00397911.2014.893359

  日期：2014.8.3

  Phase-transfer-catalyzed, highly versatile, and high-yielding protocol for the synthesis of 2,4,5-triaryl-1H-imidazoles was developed through response surface methodology (RSM). The effects of different solvents, reaction paths, and phase-transfer catalysts (PTCs) in different concentrations were envisioned. Three independent variables (catalyst, catalyst loading, and solvent volume) identified by one-factor-at-a-time (OFAT) study were screened through full factorial design at two levels. The analysis of variance results suggested the significance of catalyst PEG400 and solvent glacial acetic acid at 5 h reaction. The optimum reaction conditions suggested by the RSM were the use of PEG400 (10.61 mol%) and glacial acetic acid (10.71 mL) for 5 h cycloocondensation. The experimental yield of 4,5-diphenyl-2-nitrophenyl-1H-imidazole (97%) was in agreement with predicted yield (97.5%).