1-p-chlorophenyl-2-p-tolyl-4,5-diphenylimdazole | 912952-59-1

• 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-p-chlorophenyl-2-p-tolyl-4,5-diphenylimdazole
• 英文别名: 1-(4-chlorophenyl)-2-(4-methylphenyl)-4,5-diphenyl-1H-imidazole；1-(4-chlorophenyl)-4,5-diphenyl-2-p-tolyl-1H-imidazole；1-(4-Chlorophenyl)-2-(4-methylphenyl)-4,5-di-phenyl-1h-imidazole；1-(4-chlorophenyl)-2-(4-methylphenyl)-4,5-diphenylimidazole
• CAS: 912952-59-1
• 化学式: C₂₈H₂₁ClN₂
• 分子量: 420.941
• InChiKey: IZJCYKFNSSIKGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-p-chlorophenyl-2-p-tolyl-4,5-diphenylimdazole 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 potassium carbonate 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 37.0h， 生成 (E)-1-(4-chlorophenyl)-4,5-diphenyl-2-[4-(4-methoxystyryl)phenyl]-1H-imidazole
  参考文献：
  名称：

  含多取代咪唑支架的高荧光（ E ）-Stilbene衍生物的合成

  摘要：

  摘要 以2-[（4-溴甲基）苯基] -1,4,5-三芳基咪唑为原料，通过Wittig反应有效地合成了一系列2-（4-苯乙烯基苯基）-1,4,5-三芳基咪唑衍生物。经光谱数据验证。在稀乙醇溶液中检查了合成的新型（ E ）-二苯乙烯衍生物的光吸收和发射性质 。大多数产品显示强烈增强的荧光强度。 图形概要

  DOI：

  10.1007/s11164-016-2815-1
• 作为产物：
  描述：

  苯甲醛 在 ammonium acetate 、 1,3-bis(octylbenzimidazolium)bromide 、 溶剂黄146 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.16h， 生成 1-p-chlorophenyl-2-p-tolyl-4,5-diphenylimdazole
  参考文献：
  名称：

  ONE-POT SYNTHESIS OF POLYSUBSTITUTED IMIDAZOLES FROM ARYLALDEHYDES IN WATER CATALYZED BY NHC USING MICROWAVE IRRADIATION

  摘要：

  A simple, high yielding synthesis of tri (3a-i) and tetrasubstituted (4a-g) imidazols from aldehydes is described. The cornerstone of this methodology involves the condensation of NH4OAc, substituted aldehydes, and benzoin, which is synthesized in situ from aldehydes catalyzed by N-heterocyclic carbine (NHC), under microwave irradiation in water to afford trisubstituted imidazoles (3a-i). If arylamine is added in the solution, tetrasubstituted imidazoles (4a-g) can be obtained. Lepidilines B and trifenagrel are also synthesized in high yield using this procedure. All the experiment deta are in agreement with the literature.

  DOI：

  10.4067/s0717-97072012000300002

文献信息

• Synthesis of 1,2,4,5-tetrasubstituted imidazoles using 2,6-dimethylpyridinium trinitromethanide {[2,6-DMPyH]C(NO₂)₃} as a novel nanostructured molten salt and green catalyst
  作者：Mohammad Ali Zolfigol、Saeed Baghery、Ahmad Reza Moosavi-Zare、Seyed Mohammad Vahdat

  DOI：10.1039/c5ra03241e

  日期：——

  6-Dimethylpyridinium trinitromethanide [2,6-DMPyH]C(NO2)3}, as a novel nanostructured molten salt, efficiently catalyzed the synthesis of 1,2,4,5-tetrasubstituted imidazole derivatives by a one-pot four-component condensation reaction of benzil/benzoin, aldehydes, amine derivatives and ammonium acetate at room temperature under solvent-free conditions. Some advantages of the presented method are effective catalysis

  2,6-二甲基吡啶鎓三硝基甲烷[2,6-DMPyH] C（NO 2）3 }，是一种新型的纳米结构熔融盐，通过一锅法有效地催化了1,2,4,5-四取代的咪唑衍生物的合成室温下在无溶剂条件下苯甲酰/安息香，醛，胺衍生物和乙酸铵的四组分缩合反应。所提出的方法的一些优点是有效的催化，优异的成本效益和催化剂的可重复使用性。[2,6-DMPyH] C（NO 2）3 }的特征在于IR，1 H NMR，13C NMR和质谱，X射线衍射图（XRD），扫描电子显微镜（SEM），透射电子显微镜（TEM），热重分析（TG）和微分热重分析（DTG）分析。
• Synthesis of organosilyl compounds-containing 1,2,4,5-tetraaryl imidazoles sonocatalyzed by M/SAPO-34 (M = Fe, Co, Mn, and Cu) nanostructures
  作者：Kazem D. Safa、Maryam Allahvirdinesbat、Hassan Namazi、Parvaneh Nakhostin Panahi

  DOI：10.1016/j.crci.2015.04.008

  日期：2015.8

  Résumé The one-step synthesis of silylated 1,2,4,5-tetraaryl imidazoles by use of a series of M/SAPO-34 (M: Fe, Co, Mn, and Cu) nanocatalysts and subsequent silylation reactions is described. Cu/SAPO-34 catalyst has the highest activity in improving the efficiency of the heterogeneous cyclo-condensation of an aldehyde, benzil, ammonium acetate and a primary aromatic amine in water under ultrasonic irradiation. Some of imidazole derivatives are studied with a view to the synthesis of a series of new, multi-substituted imidazoles containing organosilyl groups including carbosilanes (Si–C) and silyl ethers (Si–O). Supplementary Materials: Supplementary material for this article is supplied as a separate file: mmc1.docx

  简历 本文描述了使用一系列 M/SAPO-34（M: Fe、Co、Mn 和 Cu）纳米催化剂一步合成硅烷化 1,2,4,5-四芳基咪唑及其随后的硅烷化反应。Cu/SAPO-34 催化剂在水下超声辐射中对醛、二苯乙二酮、乙酸铵和初级芳香胺的异质环缩合反应效率的提高活性最高。一些咪唑衍生物被研究，旨在合成一系列新的、多取代的咪唑，这些咪唑含有有机硅基团，包括碳硅烷（Si–C）和硅醚（Si–O）。 补充材料： 本文的补充材料以单独文件形式提供： mmc1.docx
• The synthesis of imidazoles and evaluation of their antioxidant and antifungal activities
  作者：Ramin Ghorbani-Vaghei、Vida Izadkhah、Jafar Mahmoodi、Roya Karamian、Masoumeh Ahmadi Khoei

  DOI：10.1007/s00706-018-2167-1

  日期：2018.8

  magnetic nanoparticles. Then, the antioxidant and antifungal activities of the new imidazoles were evaluated. The effectiveness of the samples as DPPH radical scavengers was confirmed by the measured IC50 values and thiophenyl-containing product showed the best IC50 of 0.12 when compared to the standard ascorbic acid. Moreover, all compounds have antifungal activity against Fusarium oxysporum. Graphical

  摘要在催化量的H 2 PW 12 O 40负载在离子液体官能化的磁性纳米粒子上，通过原位氧化缩合反应合成了三取代和四取代的咪唑化合物。然后，评估了新型咪唑的抗氧化和抗真菌活性。测得的IC 50值证实了样品作为DPPH自由基清除剂的有效性，与标准抗坏血酸相比，含硫代苯基的产品显示出最佳IC 50为0.12。此外，所有化合物均对尖孢镰刀菌具有抗真菌活性。 图形概要 。
• Efficient Multi-component Synthesis of Highly Substituted Imidazoles Utilizing P2O5/SiO2 as a Reusable Catalyst
  作者：Hamid Reza Shaterian、Mohammad Ranjbar、Kobra Azizi

  DOI：10.1002/cjoc.201180293

  日期：2011.8

  gel (P2O5/SiO2) has been used as an efficient and reusable catalyst for the one‐pot pseudo four‐component synthesis of 2,4,5‐trisubstituted imidazoles from benzil or benzoin, aldehydes, and ammonium acetate. It was also used for four‐component preparation of 1,2,4,5‐tetrasubstituted imidazoles from benzil or benzoin, aldehydes, primary amine, and ammonium acetate under thermal solvent‐free conditions

  负载在硅胶（P 2 O 5 / SiO 2）上的五氧化二磷已被用作一种高效且可重复使用的催化剂，用于由苯甲腈或安息香，醛，和醋酸铵。它也可在无热溶剂的条件下用于由苄基或安息香，醛，伯胺和乙酸铵四组分制备1,2,4,5-四取代的咪唑。这种新方法的显着特征是高转化率，更清洁的反应，简单的实验和后处理程序，并且催化剂可以轻松地从反应混合物中分离出来并重复使用几次，而不会损失其活性。
• Synthesis of highly substituted imidazoles using Brønsted acidic ionic liquid, triphenyl(propyl-3-sulphonyl)phosphonium toluenesulfonate, as teusable catalyst
  作者：H. R. Shaterian、M. Ranjbar、K. Azizi

  DOI：10.1007/bf03246570

  日期：2011.12

  Brønsted acidic ionic liquid, triphenyl(propyl-3-sulphonyl)phosphonium toluenesulfonate, has been used as an efficient and reusable catalyst for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles under solvent-free conditions in excellent yields.

  布朗斯台德酸性离子液体三苯基（丙基-3-磺酰基）phosph磺酸甲苯磺酸盐已被用作一锅合成2,4,5-三取代和1,2,4,5-四取代的咪唑的有效且可重复使用的催化剂在无溶剂条件下，收率极高。