3-(4-carboxy-3-hydroxyphenyl)aminomethylene-6-nitro-2-i-propyloxychroman-4-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(4-carboxy-3-hydroxyphenyl)aminomethylene-6-nitro-2-i-propyloxychroman-4-one
• 英文别名: 2-hydroxy-4-[(6-nitro-4-oxo-2-propan-2-yloxychromen-3-ylidene)methylamino]benzoic acid
• 化学式: C₂₀H₁₈N₂O₈
• 分子量: 414.372
• InChiKey: UMMYQGMTDWDQIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  148.23
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  3-甲酰基-6-硝基色酮 、 4-氨基水杨酸 、 异丙醇 在 对甲苯磺酸 作用下， 反应 12.0h， 以58%的产率得到3-(4-carboxy-3-hydroxyphenyl)aminomethylene-6-nitro-2-i-propyloxychroman-4-one
  参考文献：
  名称：

  Reaction of 3-formylchromones with aromatic amino carboxylic acids

  摘要：

  2-Alkoxy-3-(arylaminomethylene) and 3-(aryliminomethyl)chromones were prepared by acid catalyzed reaction of 3-formylchromones with aromatic amino carboxylic acids in alcoholic reaction media. The results of the kinetic study have confirmed that 3-(aryliminomethyl)chromones are formed from 2-alkoxy-3-(arylaminomethylene)chroman-4-ones. The dependence of the reaction rate on reactant structure, the reaction media and the concentration of catalyst has been studied. In contrast to the alcoholic media reaction, the same reaction in dry aprotic reaction media yielded only 2-hydroxy-3-(arylaminomethylene)chroman-4-ones. No 3-(aryliminomethyl)chromones were isolated in that case. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00219-8

文献信息

• Lacova; Stankovicova; Odlerova, Il Farmaco, 1995, vol. 50, # 12, p. 885 - 888
  作者：Lacova、Stankovicova、Odlerova

  DOI：——

  日期：——
• Reaction of 3-formylchromones with aromatic amino carboxylic acids
  作者：Henrieta Stankovičová、Margita Lácová、Anton Gáplovský、Jarmila Chovancová、Nad'a Prónayová

  DOI：10.1016/s0040-4020(01)00219-8

  日期：2001.4

  2-Alkoxy-3-(arylaminomethylene) and 3-(aryliminomethyl)chromones were prepared by acid catalyzed reaction of 3-formylchromones with aromatic amino carboxylic acids in alcoholic reaction media. The results of the kinetic study have confirmed that 3-(aryliminomethyl)chromones are formed from 2-alkoxy-3-(arylaminomethylene)chroman-4-ones. The dependence of the reaction rate on reactant structure, the reaction media and the concentration of catalyst has been studied. In contrast to the alcoholic media reaction, the same reaction in dry aprotic reaction media yielded only 2-hydroxy-3-(arylaminomethylene)chroman-4-ones. No 3-(aryliminomethyl)chromones were isolated in that case. (C) 2001 Elsevier Science Ltd. All rights reserved.