N-(5-phenyl-2-methyl-3-furoyl)-3-aminobenzoic acid

• 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-(5-phenyl-2-methyl-3-furoyl)-3-aminobenzoic acid
• 英文别名: 3-[(2-Methyl-5-phenyl-3-furoyl)amino]benzoic acid；3-[(2-methyl-5-phenylfuran-3-carbonyl)amino]benzoic acid
• 化学式: C₁₉H₁₅NO₄
• 分子量: 321.332
• InChiKey: LKPBBFAJPOKZSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  79.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  间氨基苯甲酸 、 2-甲基-5-苯基呋喃-3-羰酰氯 在 氢氧化钾 作用下， 以 水 、 丙酮 为溶剂， 以85%的产率得到N-(5-phenyl-2-methyl-3-furoyl)-3-aminobenzoic acid
  参考文献：
  名称：

  摘要：

  Acylation of aromatic amino acids with furancarboxylic acid chlorides effectively proceeds in water-acetone medium at pH 8-9. Aliphatic amino acids are acylated at higher pH values, but under these conditions hydrolysis of acid chlorides becomes the main process. Acylation of chlorohydrates of methyl esters of aliphatic amino acids proceeds smoothly in chloroform in the presence of triethylamine. Alkaline hydrolysis of obtained products leads to N-acylated amino acids containing furan heteroring in the acyl radical.

  DOI：

  10.1023/a:1013926624228

文献信息

• ——
  作者：I. M. Lapina、L. M. Pevzner

  DOI：10.1023/a:1013926624228

  日期：——

  Acylation of aromatic amino acids with furancarboxylic acid chlorides effectively proceeds in water-acetone medium at pH 8-9. Aliphatic amino acids are acylated at higher pH values, but under these conditions hydrolysis of acid chlorides becomes the main process. Acylation of chlorohydrates of methyl esters of aliphatic amino acids proceeds smoothly in chloroform in the presence of triethylamine. Alkaline hydrolysis of obtained products leads to N-acylated amino acids containing furan heteroring in the acyl radical.