N-(2-氨基-4-甲基苯基)苯甲酰胺 | 53476-33-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2-氨基-4-甲基苯基)苯甲酰胺
• 英文名称: 2'-amino-4'-methylbenzanilide
• 英文别名: 2-amino-4-methylbenzanilide；benzoic acid-(2-amino-4-methyl-anilide)；4-Methyl-N¹-benzoyl-o-phenylendiamin；Benzoesaeure-(2-amino-4-methyl-anilid)；3-Amino-4-benzamino-toluol；N-Benzoyl-4-methyl-o-phenylendiamin；N-(2-amino-4-methylphenyl)benzamide
• CAS: 53476-33-8
• 化学式: C₁₄H₁₄N₂O
• mdl: MFCD00447030
• 分子量: 226.278
• InChiKey: UAPLIDKCIZPXGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N-(2-氨基-4-甲基苯基)苯甲酰胺 在 盐酸 、 sodium nitrite 作用下， 生成 1-(benzoyl)-5-methylbenzotriazole
  参考文献：
  名称：

  Morgan; Micklethwait, Journal of the Chemical Society, 1913, vol. 103, p. 1403

  摘要：

  DOI：
• 作为产物：
  描述：

  苯并-p-甲苯胺 在 盐酸 、 tin 、 硝酸 作用下， 生成 N-(2-氨基-4-甲基苯基)苯甲酰胺
  参考文献：
  名称：

  Huebner, Justus Liebigs Annalen der Chemie, 1881, vol. 208, p. 312

  摘要：

  DOI：

文献信息

• Copper-catalyzed regioselective 2-amination of o-haloanilides with aqueous ammonia
  作者：Yan-Ling Tang、Mei-Ling Li、Jin-Chun Gao、Yun Sun、Lu Qu、Feng Huang、Ze-Wei Mao

  DOI：10.1016/j.tetlet.2021.153001

  日期：2021.4

  An efficient Cu(II)-vasicine catalytic system has been developed for intramolecular CN bond formation. In this way, regioselective 2-amination of o-haloanilides with aqueous ammonia in EtOH has been achieved. This strategy provides several advantages, such as good regioselectivity, high yields and functional group tolerance.

  已经开发出用于分子内C N键形成的有效Cu（II）-水杨碱催化体系。以这种方式，已经实现了在EtOH中用氨水进行邻卤代苯胺的区域选择性2-胺化。该策略具有几个优点，例如良好的区域选择性，高产率和官能团耐受性。
• The Tautomeric Character of the Imidazole Ring
  作者：Harry Green、Allan R. Day

  DOI：10.1021/ja01257a047

  日期：1942.5
• Reduction of Aromatic Nitro Compounds Using Samarium Metal in the Presence of a Catalytic Amount of Iodine under Aqueous Media
  作者：Lei Wang、Longhu Zhou、Yongmin Zhang

  DOI：10.1055/s-1999-2788

  日期：1999.7
• Syntheses and Properties of 1-Methyl-3-phenylaminobenzimidazolium Salts, Models of DNA Adducts of N7-Arylaminodeoxyguanosinium Salt
  作者：Toyo Kaiya、Tomoko Fujiwara、Kohfuku Kohda

  DOI：10.1021/tx0000724

  日期：2000.10.1

  When arylaminating carcinogens are administered to cells, they mainly generate the C8-arylamino-2'-deoxyguanosine adduct in DNA. A mechanism for this was proposed in which N7-arylaminated 2'-deoxyguanosine acts as an intermediate; however, it remained unclear whether this is actually the case. To elucidate the mechanisms involved in the generation of this adduct, a series of 5-substituted 1-methylbenzimidazole derivatives were used as models of the imidazole moiety of 2'-deoxyguanosine. Syntheses of a series of 5-substituted (CH3, H, F, CF3, or NO2) 1-methyl-3-phenylaminobenzimidazolium salts (7) and their related compounds were carried out, and the chemical characteristics of these products were examined. Keating compound 7 at 80 degreesC for 48 h in H2O/MeOH provided 5-substituted 1-methyl-2-oxo-2,3-dihydrobenzimidazoles but only when this compound contained a CF3 or NO2 substituent. Compound 7 decomposed in alkaline media, and its rate of decomposition increased when this compound had a stronger electron-withdrawing substituent. The product obtained under these conditions was 4-substituted N-1-methyl-2-phenylazoaniline. On the other hand, when 1-methyl-3-(4-nitrophenylamino)benzimidazolium salt was treated under the same conditions as described above, it generated, a demethylated product, 1-(4-nitrophenylamino)benzimidazole, when heated in H2O/MeOH and N-1-formyl-N-1-methyl-2-phenylazoaniline when treated in alkaline media. When the chemical characteristics of 3-phenylamino and 3-amino groups were compared using 3-substituted 1-methyl-5-(trifluoromethyl)benzimidazole the 3-phenylamino derivative was found to be more reactive.
• Hinsberg; v.Udranszky, Justus Liebigs Annalen der Chemie, 1889, vol. 254, p. 256
  作者：Hinsberg、v.Udranszky

  DOI：——

  日期：——