5-(4-nitrophenyl)-1-phenyl-1H-imidazole | 61278-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(4-nitrophenyl)-1-phenyl-1H-imidazole
• 英文别名: 5-p-Nitrophenyl-1-phenylimidazol；5-(p-Nitrophenyl)-1-phenylimidazole；5-(4-nitrophenyl)-1-phenylimidazole
• CAS: 61278-54-4
• 化学式: C₁₅H₁₁N₃O₂
• 分子量: 265.271
• InChiKey: ZSJKEZJWFBXQDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (4-nitro-benzylidene)-phenyl-amine 以82%的产率得到
  参考文献：
  名称：

  LEUSEN A. M. VAN; WILDEMAN J.; OLDENZIEL O. H., J. ORG. CHEM. , 1977, 42, NO 7, 1153-1159

  摘要：

  DOI：

文献信息

• Process for producing 5-substituted oxazole compounds and 5-substituted imidazole compounds
  申请人：Ogihara Atsushi

  公开号：US20070027324A1

  公开（公告）日：2007-02-01

  A process for producing heterocyclic compounds which are useful as pesticides, drugs, fungicidal materials or intermediates thereof. TosMIC is reacted with an aldehyde or an imino compound: 1) in a solvent mixture of an aprotic solvent with a protic solvent in the presence of a base, 2) in the presence of a phase-transfer catalyst and an inorganic base, or 3) in the presence of an inorganic base. Thus, a desired product can be efficiently obtained using a solution without isolating TosMIC which is irritating and unstable, has a low decomposition point and shows explosivity.

  一种生产用于杀虫剂、药物、杀真菌材料或其中间体的杂环化合物的方法。将TosMIC与醛或亚胺化合物反应：1）在无机溶剂和有机溶剂混合物中，在碱的存在下；2）在相转移催化剂和无机碱的存在下；或3）在无机碱的存在下。因此，可以使用无需分离TosMIC的溶液高效地获得所需产品，TosMIC具有刺激性和不稳定性，具有低分解点并显示爆炸性。
• Ligandless Palladium-Catalyzed Direct C-5 Arylation of Azoles Promoted by Benzoic Acid in Anisole
  作者：Elisabetta Rosadoni、Federico Banchini、Sara Bellini、Marco Lessi、Luca Pasquinelli、Fabio Bellina

  DOI：10.3390/molecules27238454

  日期：——

  In contrast, the use of aromatic solvents as the reaction medium for direct arylations, although some of them show good EHS values, is poorly reported, probably due to their low solvent power against reagents and their potential involvement in undesired side reactions. In this paper we report an unprecedented selective C-5 arylation procedure involving anisole as an EHS green reaction solvent. In addition

  钯催化的唑类与（杂）芳基卤化物的直接芳基化是当今选择性合成杂联芳基的最通用和最有效的方法之一。尽管由于其特性，此过程在工业领域也引起了极大的兴趣，但广泛使用反应介质，如 DMF 或 DMA，这两种极性非质子溶剂根据环境、健康、安全 (EHS) 参数被列为危险品，强烈限制了它的实际使用。相比之下，使用芳族溶剂作为直接芳基化的反应介质，尽管其中一些显示出良好的 EHS 值，但报道很少，这可能是由于它们对试剂的溶解能力低以及它们可能参与不需要的副反应。在本文中，我们报告了一种前所未有的选择性 C-5 芳基化程序，其中涉及苯甲醚作为 EHS 绿色反应溶剂。此外，还强调了苯甲酸作为添加剂的有益作用，这一作用以前从未被描述过。
• Developing Bis(imino)acenaphthene-Supported <i>N</i>-Heterocyclic Carbene Palladium Precatalysts for Direct Arylation of Azoles
  作者：Li-Qun Hu、Rong-Li Deng、Yan-Fen Li、Cui-Jin Zeng、Dong-Sheng Shen、Feng-Shou Liu

  DOI：10.1021/acs.organomet.7b00784

  日期：2018.1.22

  On the basis of the strategy of developing highly efficient protocol for Pd-catalyzed cross-coupling reactions, a series of bulky bis(imino)acenaphthene (BIAN)-supported Pd-PEPPSI complexes were synthesized, characterized, and applied in direct arylation of azoles. The effect of backbone and N-moieties on NHCs was evaluated, and the reaction conditions were optimized. It was found that the bulky Pd-PEPPSI complexes could be successfully employed in cross-coupling of (hetero)aryl bromides with azoles at a low palladium loading of 0.5-0.05 mol % under aerobic conditions, demonstrating the ease of manipulation without glovebox and handling of solvents.
• USRE40795E1
  申请人：——

  公开号：USRE40795E1

  公开（公告）日：2009-06-23
• LEUSEN A. M. VAN; WILDEMAN J.; OLDENZIEL O. H., J. ORG. CHEM. <JOCE-AH>, 1977, 42, NO 7, 1153-1159
  作者：LEUSEN A. M. VAN、 WILDEMAN J.、 OLDENZIEL O. H.

  DOI：——

  日期：——