N-benzoyloxy-4-nitrobenzenamine | 127526-91-4

• 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-benzoyloxy-4-nitrobenzenamine
• 英文别名: (4-Nitroanilino) benzoate
• CAS: 127526-91-4
• 化学式: C₁₃H₁₀N₂O₄
• 分子量: 258.233
• InChiKey: LQFQSVMAIQMLCN-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：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-硝基苯甲酰氯 、 N-benzoyloxy-4-nitrobenzenamine 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N-Benzoyloxy-4-nitro-N-(4-nitro-phenyl)-benzamide
  参考文献：
  名称：

  Selective O-acylation of aromatic hydroxylamines by 2-acylimidazolium and 2-acylbenzimidazolium salts

  摘要：

  2-Acyl 1,3-dimethylbenzimidazolium and 2-acyl 1,3-dimethylimidazolium salts react with N-aromatic hydroxylamines in the presence of base to give the O-acyl derivatives.

  DOI：

  10.1016/s0040-4039(00)79231-8
• 作为产物：
  描述：

  4-硝基苯基羟胺 、 2-Benzoyl-1,3-dimethylbenzimidazolium 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-benzoyloxy-4-nitrobenzenamine
  参考文献：
  名称：

  Selective O-acylation of aromatic hydroxylamines by 2-acylimidazolium and 2-acylbenzimidazolium salts

  摘要：

  2-Acyl 1,3-dimethylbenzimidazolium and 2-acyl 1,3-dimethylimidazolium salts react with N-aromatic hydroxylamines in the presence of base to give the O-acyl derivatives.

  DOI：

  10.1016/s0040-4039(00)79231-8

文献信息

• Bryant, Ian R.; Dyall, Leonard K., Australian Journal of Chemistry, 1989, vol. 42, # 12, p. 2275 - 2288
  作者：Bryant, Ian R.、Dyall, Leonard K.

  DOI：——

  日期：——
• ——
  作者：Leonard K. Dyall

  DOI：10.1071/ch01110

  日期：——

  A major pathway when N-benzoyloxy-2-nitrobenzenamine (1b) reacts with sodium methoxide is attack on carbonyl and production of methyl benzoate. In a competing pathway, proton abstraction is followed by loss of benzoate and formation of 2,1,3-benzoxadiazole N-oxide (4). With the more bulky t-butoxide base, only the latter pathway is followed, though the heterocyclic product undergoes subsequent destruction. Both the detection in the visible spectrum of a red transient intermediate, and a lack of an electron spin resonance spectrum, indicate it to be the anion (2b). The rates of the reactions of potassium t-butoxide with (1b) and N-benzoyloxy-4-nitrobenzenamine (7) are very similar, which rules out the possibility that the ortho-nitro group in (1b) provides neighbouring group assistance for loss of benzoate ion from the anion (2b).Rate measurements show that the loss of benzoate from (2b) is 39 times slower than chloride loss from the analogous anion (2a).
• Selective O-acylation of aromatic hydroxylamines by 2-acylimidazolium and 2-acylbenzimidazolium salts
  作者：Pedro P.O. Santos、Cristina L. Trindade、Ana M. Lobo、Sundaresan Prabhakar

  DOI：10.1016/s0040-4039(00)79231-8

  日期：1993.6

  2-Acyl 1,3-dimethylbenzimidazolium and 2-acyl 1,3-dimethylimidazolium salts react with N-aromatic hydroxylamines in the presence of base to give the O-acyl derivatives.