7-(2-hydroxyethylthio)-5,6,8-trifluoro-2-methylchromone-3-carboxylic acid | 254117-12-9

• 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: 7-(2-hydroxyethylthio)-5,6,8-trifluoro-2-methylchromone-3-carboxylic acid
• 英文别名: 5,6,8-trifluoro-7-(2-hydroxyethylsulfanyl)-2-methyl-4-oxochromene-3-carboxylic acid
• CAS: 254117-12-9
• 化学式: C₁₃H₉F₃O₅S
• 分子量: 334.273
• InChiKey: AUUVOMXUTFFZHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  溶剂黄146 、 7-(2-hydroxyethylthio)-5,6,8-trifluoro-2-methylchromone-3-carboxylic acid 在 盐酸 作用下， 反应 15.0h， 以80%的产率得到7-(2-acetoxyethylthio)-5,6,8-trifluoro-2-methylchromone
  参考文献：
  名称：

  Reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with S-nucleophiles

  摘要：

  The reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate with mercaptoacetic acid and 1,2-ethanedithiol afforded C(7)-substitution products. The above-mentioned chromone reacted with 2-mercaptoethanol to yield 7-mono- or 5,7,8-trisubstituted products depending on the reaction conditions. The reaction of 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with 2-mercaptoethanol afforded a 5,7,8-trisubstituted product. The acyl-lactone rearrangement of mono- and trisubstituted chromones yielded the corresponding coumarins.

  DOI：

  10.1007/bf02496408
• 作为产物：
  描述：

  ethyl 7-(2-hydroxyethylthio)-5,6,8-trifluoro-2-methylchromone-3-carboxylate 在 ammonium hydroxide 作用下， 反应 2.0h， 以24%的产率得到7-(2-hydroxyethylthio)-5,6,8-trifluoro-2-methylchromone-3-carboxylic acid
  参考文献：
  名称：

  Reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with S-nucleophiles

  摘要：

  The reactions of ethyl 5,6,7,8-tetrafluoro-2-methylchromone-3-carboxylate with mercaptoacetic acid and 1,2-ethanedithiol afforded C(7)-substitution products. The above-mentioned chromone reacted with 2-mercaptoethanol to yield 7-mono- or 5,7,8-trisubstituted products depending on the reaction conditions. The reaction of 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarin with 2-mercaptoethanol afforded a 5,7,8-trisubstituted product. The acyl-lactone rearrangement of mono- and trisubstituted chromones yielded the corresponding coumarins.

  DOI：

  10.1007/bf02496408