2-(2,4-dimethylphenylamino)-5-nitrobenzoic acid | 343356-05-8

• 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: 2-(2,4-dimethylphenylamino)-5-nitrobenzoic acid
• 英文别名: 2-(2,4-dimethyl-anilino)-5-nitro-benzoic acid；4'-Nitro-2.4-dimethyl-diphenylamin-carbonsaeure-(2')；N-(2.4-Dimethyl-phenyl)-5-nitro-anthranilsaeure；2-(2,4-Dimethyl-anilino)-5-nitro-benzoesaeure；5-Nitro-2-(asymm.m-xylidino)-benzoesaeure；2-(2,4-Dimethylanilino)-5-nitrobenzoic acid
• CAS: 343356-05-8
• 化学式: C₁₅H₁₄N₂O₄
• 分子量: 286.287
• InChiKey: GHZXEWSULHYAJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  95.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,4-dimethylphenylamino)-5-nitrobenzoic acid 在 氨 、 iron(II) sulfate 作用下， 生成 2-(2,4-dimethylphenylamino)benzoic acid
  参考文献：
  名称：

  Kaufmann, Justus Liebigs Annalen der Chemie, 1894, vol. 279, p. 287

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯-5-硝基苯甲酸 、 2,4-二甲基苯胺 反应 0.17h， 以70%的产率得到2-(2,4-dimethylphenylamino)-5-nitrobenzoic acid
  参考文献：
  名称：

  Catalyst-Free Microwave-Assisted Amination of 2-Chloro-5-nitrobenzoic Acid

  摘要：

  The synthesis of N-substituted 5-nitroanthranilic acid derivatives 3a-w was achieved by a new, mild, microwave-assisted, regioselective amination reaction of 5-nitro-2-chlorobenzoic acid (1a) with a diverse range of aliphatic and aromatic amines 2a-w without added solvent or catalyst. Up to > 99% isolated yield was obtained within 5-30 min at 80-120 degrees C. The reaction, which is suitable for upscaling, yielded new compounds that are of considerable interest as useful building blocks and as potential drugs.

  DOI：

  10.1021/jo070731i

文献信息

• Kaufmann, Justus Liebigs Annalen der Chemie, 1894, vol. 279, p. 287
  作者：Kaufmann

  DOI：——

  日期：——
• Catalyst-Free Microwave-Assisted Amination of 2-Chloro-5-nitrobenzoic Acid
  作者：Younis Baqi、Christa E. Müller

  DOI：10.1021/jo070731i

  日期：2007.7.1

  The synthesis of N-substituted 5-nitroanthranilic acid derivatives 3a-w was achieved by a new, mild, microwave-assisted, regioselective amination reaction of 5-nitro-2-chlorobenzoic acid (1a) with a diverse range of aliphatic and aromatic amines 2a-w without added solvent or catalyst. Up to > 99% isolated yield was obtained within 5-30 min at 80-120 degrees C. The reaction, which is suitable for upscaling, yielded new compounds that are of considerable interest as useful building blocks and as potential drugs.