N-((4-fluorophenyl)carbamoyl)benzamide

• 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-fluorophenyl)carbamoyl)benzamide
• 英文别名: N-(4-fluorophenylcarbamoyl)benzamide；N-[(4-fluorophenyl)carbamoyl]benzamide
• 化学式: C₁₄H₁₁FN₂O₂
• 分子量: 258.252
• InChiKey: LOWPYBLMLJDXJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰胺 在 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.25h， 生成 N-((4-fluorophenyl)carbamoyl)benzamide
  参考文献：
  名称：

  A simple and efficient synthesis of N-benzoyl ureas

  摘要：

  A novel, operationally simple, method for the preparation of acyl ureas is described. The procedure is high yielding and tolerant of a wide range of functional groups. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.158

文献信息

• Activation of carboxylic acids by Burgess reagent: an efficient route to acyl ureas and amides
  作者：Derek Wodka、Michael Robbins、Ping Lan、Rogelio L. Martinez、John Athanasopoulos、Gergely M. Makara

  DOI：10.1016/j.tetlet.2006.01.015

  日期：2006.3

  Carboxylic acids upon treatment with Burgess reagent are converted to novel mixed sulfocarboxy anhydrides. Subsequent treatment of such mixed anhydrides with amines at elevated temperatures yields acyl ureas and amides. The ratio of the two products appears to be temperature controlled. The method provides a simple and convenient route to diverse acyl ureas starting from carboxylic acids and amines

  用Burgess试剂处理后的羧酸被转化为新型的混合磺基羧酸酐。随后在高温下用胺对这种混合酸酐进行处理，得到酰基脲和酰胺。两种产品的比例似乎受温度控制。该方法提供了从羧酸和胺开始制备各种酰基脲的简便方法。
• Pd-Catalyzed Carbonylation of Acyl Azides
  作者：Zongyang Li、Shiyang Xu、Baoliang Huang、Chenhui Yuan、Wenxu Chang、Bin Fu、Lei Jiao、Peng Wang、Zhenhua Zhang

  DOI：10.1021/acs.joc.9b01048

  日期：2019.8.2

  provides facile access to acyl ureas. In addition, a mechanistic study was carried out by both experiment and DFT calculation. Control experiments and kinetic study revealed that the real active palladium species were Pd(0). The result of kinetic study suggested that palladium catalyst, azide, and CO were all involved in the turnover-limiting step except for amine. Further DFT study suggested that an

  近年来，已广泛开发了Pd催化的叠氮化物与CO反应生成异氰酸酯中间体的方法。然而，尚未报道敏感的酰基叠氮化物的催化羰基化。在本文中，我们报道了酰基叠氮化物的简单Pd催化羰基化反应，具有广泛的底物范围，高效率以及在温和条件下的简单操作，可轻松获得酰基脲。此外，还通过实验和DFT计算进行了机理研究。对照实验和动力学研究表明，真正的活性钯物质为Pd（0）。动力学研究的结果表明，除胺外，钯催化剂，叠氮化物和一氧化碳都参与了营业额限制步骤。
• A simple and efficient synthesis of N-benzoyl ureas
  作者：Stephen Stokes、Nathaniel G. Martin

  DOI：10.1016/j.tetlet.2012.05.158

  日期：2012.9

  A novel, operationally simple, method for the preparation of acyl ureas is described. The procedure is high yielding and tolerant of a wide range of functional groups. (C) 2012 Elsevier Ltd. All rights reserved.