4-acetamido-N-phenylbenzamide | 962-04-9

• 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: 4-acetamido-N-phenylbenzamide
• 英文别名: 4-acetylamino-benzoic acid anilide；4-Acetylamino-benzoesaeure-anilid；4-Acetamino-benzoesaeure-anilid；4-Acetamino-benzanilid
• CAS: 962-04-9
• 化学式: C₁₅H₁₄N₂O₂
• mdl: MFCD00433429
• 分子量: 254.288
• InChiKey: NZPSOBFEENCHED-UHFFFAOYSA-N

物化性质

• 熔点：
  223 °C
• 沸点：
  407.5±28.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  碘苯 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 sodium t-butanolate 作用下， 以 二甲基亚砜 为溶剂， 反应 19.0h， 生成 4-acetamido-N-phenylbenzamide
  参考文献：
  名称：

  An efficient copper-catalyzed N-arylation of amides: synthesis of N-arylacrylamides and 4-amido-N-phenylbenzamides

  摘要：

  Copper-catalyzed intermolecular C-N bond-forming reactions between aryl iodides and amides are described using sodium ascorbate, which is both cheap and nontoxic, as the additive. A variety of functionalized amides including some practical, unique secondary amides, such as N-arylacrylamides and 4-amido-N-phenylbenzamides, which are difficult to obtain by the classical methods, are prepared. Furthermore, some tertiary amides are prepared by using copper thiophenecarboxylate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.07.073

文献信息

• Ligand-free CuTC-catalyzed <i>N</i> -arylation of amides, anilines and 4-aminoantipyrine: synthesis of <i>N</i> -arylacrylamides, 4-amido-<i>N</i> -phenylbenzamides and 4-amino(<i>N</i> -phenyl)antipyrenes
  作者：Zheng-Jun Quan、Hai-Dong Xia、Zhang Zhang、Yu-Xia Da、Xi-Cun Wang

  DOI：10.1002/aoc.3080

  日期：2014.2

  N‐Arylation of amides and anilines with aryl iodides was efficiently catalyzed by copper thiophenecarboxylate under ligand‐free conditions with good to excellent yields. A variety of substituted aryl iodides, amides, anilines and 4‐aminoantipyrine were found to be applicable to the simple catalytic system. Furthermore, some practical, unique secondary amides, such as N‐arylacrylamides and 4‐amido‐N‐phenylbenzamides, and 4‐amino(N‐phenyl)antipyrenes, which are difficult to obtain by the classical methods, were prepared. Copyright © 2013 John Wiley & Sons, Ltd.
• New Compounds. p-Aminobenzanilide and Derivatives
  作者：Edith Ju-Hwa Chu

  DOI：10.1021/ja01226a601

  日期：1945.10
• An efficient copper-catalyzed N-arylation of amides: synthesis of N-arylacrylamides and 4-amido-N-phenylbenzamides
  作者：Zheng-Jun Quan、Hai-Dong Xia、Zhang Zhang、Yu-Xia Da、Xi-Cun Wang

  DOI：10.1016/j.tet.2013.07.073

  日期：2013.9

  Copper-catalyzed intermolecular C-N bond-forming reactions between aryl iodides and amides are described using sodium ascorbate, which is both cheap and nontoxic, as the additive. A variety of functionalized amides including some practical, unique secondary amides, such as N-arylacrylamides and 4-amido-N-phenylbenzamides, which are difficult to obtain by the classical methods, are prepared. Furthermore, some tertiary amides are prepared by using copper thiophenecarboxylate. (C) 2013 Elsevier Ltd. All rights reserved.