4-(6-methoxy-2-methylquinolin-4-ylamino)benzoic acid dihydrochloride | 132886-83-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(6-methoxy-2-methylquinolin-4-ylamino)benzoic acid dihydrochloride
• 英文别名: 4-[(6-Methoxy-2-methylquinolin-1-ium-4-yl)amino]benzoic acid;chloride
• CAS: 132886-83-0
• 化学式: C₁₈H₁₆N₂O₃*2ClH
• 分子量: 381.259
• InChiKey: JSWYMUSZHRTPHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  71.4
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 4-(6-methoxy-2-methylquinolin-4-ylamino)benzoate dihydrochloride 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 以97%的产率得到4-(6-methoxy-2-methylquinolin-4-ylamino)benzoic acid dihydrochloride
  参考文献：
  名称：

  Synthesis and transformations of 2- and 4-(2-Methylquinolin-4-ylamino)benzoic acids and ethyl 4-(2-methylquinolin-4-ylamino)benzoates and their fluorescent properties

  摘要：

  2- and 4-(2-Methylquinolin-4-ylamino)benzoic acids and ethyl 4-(2-methylquinolin-4-ylamino)-benzoates having a substituent in the 6(8)-position of the quinoline ring were synthesized by reaction of the corresponding substituted 4-chloro-2-methylquinolines with 2- and 4-aminobenzoic acids and ethyl 4-aminobenzoate. Intramolecular cyclization of 2-(2-methylquinolin-4-ylamino)benzoic acids in concentrated sulfuric acid gave 7-hydroxy-6-methyldibenzo[b,h][1,6]naphthyridines, and ethyl 4-(2-methylquinolin-4-ylamino)benzoates were converted into 4-(2-methylquinolin-4-ylamino)benzoic acids by alkaline hydrolysis.

  DOI：

  10.1134/s1070428007070196

文献信息

• Synthesis and transformations of 2- and 4-(2-Methylquinolin-4-ylamino)benzoic acids and ethyl 4-(2-methylquinolin-4-ylamino)benzoates and their fluorescent properties
  作者：A. A. Avetisyan、I. L. Aleksanyan、L. P. Ambartsumyan

  DOI：10.1134/s1070428007070196

  日期：2007.7

  2- and 4-(2-Methylquinolin-4-ylamino)benzoic acids and ethyl 4-(2-methylquinolin-4-ylamino)-benzoates having a substituent in the 6(8)-position of the quinoline ring were synthesized by reaction of the corresponding substituted 4-chloro-2-methylquinolines with 2- and 4-aminobenzoic acids and ethyl 4-aminobenzoate. Intramolecular cyclization of 2-(2-methylquinolin-4-ylamino)benzoic acids in concentrated sulfuric acid gave 7-hydroxy-6-methyldibenzo[b,h][1,6]naphthyridines, and ethyl 4-(2-methylquinolin-4-ylamino)benzoates were converted into 4-(2-methylquinolin-4-ylamino)benzoic acids by alkaline hydrolysis.