N-[4-methylbenzoylamino(phenyl)methyl]-4-methylbenzamide | 188252-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[4-methylbenzoylamino(phenyl)methyl]-4-methylbenzamide
• 英文别名: 4-methyl-N-[[(4-methylbenzoyl)amino]-phenylmethyl]benzamide
• CAS: 188252-74-6
• 化学式: C₂₃H₂₂N₂O₂
• 分子量: 358.44
• InChiKey: KLZUKLUWPGUDPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲苯酰胺 、 苯甲醇 在 silver hexafluoroantimonate 、 C₂₃H₂₄ClIrN₃OS⁽¹⁺⁾*F₆P^(1-) 、 氧气 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以71%的产率得到N-[4-methylbenzoylamino(phenyl)methyl]-4-methylbenzamide
  参考文献：
  名称：

  吡啶-恶二唑铱配合物的合成，结构及催化应用：非配位阴离子调节的选择性CN键形成

  摘要：

  摘要合成了几种新颖的吡啶-恶二唑铱配合物，并通过X射线晶体学表征。设计的铱配合物在非配位阴离子的辅助下，在酰胺和苄醇的CN键形成中显示出惊人的高催化活性。为了实现酰胺与苄醇的借位氢反应，在非配位阴离子条件下意外地分离出N，N'-（苯基亚甲基）二苯甲酰胺产物，而在不存在非配位阴离子的情况下获得了N-苄基苯甲酰胺产物。机理探索排除了“银效应”（银辅助或双金属催化）的可能性，并揭示了铱催化剂的反应性因非配位阴离子而变化。

  DOI：

  10.1016/j.cclet.2019.08.049

文献信息

• Efficient Synthesis of Symmetrical Bisamides from Aldehydes and Amides Catalyzed by Silica-Bonded S-Sulfonic Acid Nanoparticles
  作者：Mahmood Tajbakhsh、Rahman Hosseinzadeh、Heshmatollah Alinezhad、Parizad Rezaee

  DOI：10.1080/00397911.2012.709573

  日期：2013.9.2

  Abstract Silica-bonded S-sulfonic acid nanoparticles (SBSSANPs) were easily synthesized from silica nanoparticles and showed to be an efficient catalyst in the synthesis the symmetrical N,N′-alkylidene bisamides. Reaction of aldehydes and amides in the presence of the catalyst afforded the corresponding bisamides in good to excellent yields. The extensive range of substrates suggests general applicability

  摘要 二氧化硅键合的 S-磺酸纳米粒子 (SBSANPs) 很容易由二氧化硅纳米粒子合成，并被证明是合成对称 N,N'-亚烷基双酰胺的有效催化剂。在催化剂存在下醛和酰胺的反应以良好至极好的产率提供相应的双酰胺。广泛的底物范围表明该方法具有普遍适用性。催化剂的可重复使用性、简单的后处理程序和较短的反应时间是该协议的其他优点。补充材料可用于本文。访问出版商的 Synthetic Communications ® 在线版以查看免费的补充文件。图形概要
• Molybdate and silica sulfuric acids as heterogeneous alternatives for synthesis of gem-bisamides and bisurides from aldehydes and amides, carbamates, nitriles or urea
  作者：Fatemeh Tamaddon、Hossein Kargar-Shooroki、Abbas Ali Jafari

  DOI：10.1016/j.molcata.2012.12.002

  日期：2013.3

  Molybdate sulfuric acid (MSA) and silica sulfuric acid (SSA) has been prepared and used as efficient solid catalysts for the synthesis of gem-bisamides and bisurides via the one-pot three-component reaction of two moles of amides, nitriles, carbamates or urea with aldehydes. The catalytic efficiency of SSA, MSA, or H2SO4 98% per H+ sites as turnover number (TON), turnover frequency (TOF), and atomic economy (AE) was calculated and compared for quantitative evaluation of catalysts. The AE, TON, and TOF factors show the superiority of the SSA versus MSA and H2SO4. Short reaction times, simple work-up, chemoselectivity, low loading, and reusability of solid acid catalysts are extra advantages than current methods reported in the literature with corrosive acidic catalysts. (C) 2012 Elsevier B.V. All rights reserved.
• The synthesis and structure of pyridine-oxadiazole iridium complexes and catalytic applications: Non-coordinating-anion-tuned selective C N bond formation
  作者：Wei Yao、Yilin Zhang、Haiyan Zhu、Chenyang Ge、Dawei Wang

  DOI：10.1016/j.cclet.2019.08.049

  日期：2020.3

  Abstract Several novel pyridine-oxadiazole iridium complexes were synthesized and characterized through X-ray crystallography. The designed iridium complexes revealed surprisingly high catalytic activity in C N bondformation of amides and benzyl alcohols with the assistance of non-coordinating anions. In an attempt to achieve borrowing hydrogen reactions of amides with benzyl alcohols, N,N'-(phenylmethylene)dibenzamide

  摘要合成了几种新颖的吡啶-恶二唑铱配合物，并通过X射线晶体学表征。设计的铱配合物在非配位阴离子的辅助下，在酰胺和苄醇的CN键形成中显示出惊人的高催化活性。为了实现酰胺与苄醇的借位氢反应，在非配位阴离子条件下意外地分离出N，N'-（苯基亚甲基）二苯甲酰胺产物，而在不存在非配位阴离子的情况下获得了N-苄基苯甲酰胺产物。机理探索排除了“银效应”（银辅助或双金属催化）的可能性，并揭示了铱催化剂的反应性因非配位阴离子而变化。