3-ethoxymethylidene-2,4-dioxo-4-pentafluorophenylbutanoate | 887480-81-1

• 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: 3-ethoxymethylidene-2,4-dioxo-4-pentafluorophenylbutanoate
• CAS: 887480-81-1
• 化学式: C₁₅H₁₁F₅O₅
• 分子量: 366.241
• InChiKey: NRDYPTMFRIPFGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-ethoxymethylidene-2,4-dioxo-4-pentafluorophenylbutanoate 在 氨 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以32%的产率得到ethyl 4-amino-2-oxo-3-(pentafluorobenzoyl)but-3-enoate
  参考文献：
  名称：

  Synthesis ofN-substituted 2-(5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinolin-3-yl)glyoxylic acids

  摘要：

  Methods for the synthesis of the earlier unknown N-substituted 2-(5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinolin-3-yl)glyoxylic acids and their esters from copper chelate of ethyl pentafluorobenzoylpyruvate were developed. The structure of intermediate ethyl 4-(R-amino)-2-oxo-3-pentafluorobenzoylbut-3-enoates is discussed.

  DOI：

  10.1007/bf02495765
• 作为产物：
  描述：

  原甲酸三乙酯 、 五氟苯甲酰丙酮酸乙酯 在 乙酸酐 作用下， 反应 2.0h， 生成 3-ethoxymethylidene-2,4-dioxo-4-pentafluorophenylbutanoate
  参考文献：
  名称：

  Synthesis ofN-substituted 2-(5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinolin-3-yl)glyoxylic acids

  摘要：

  Methods for the synthesis of the earlier unknown N-substituted 2-(5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinolin-3-yl)glyoxylic acids and their esters from copper chelate of ethyl pentafluorobenzoylpyruvate were developed. The structure of intermediate ethyl 4-(R-amino)-2-oxo-3-pentafluorobenzoylbut-3-enoates is discussed.

  DOI：

  10.1007/bf02495765

文献信息

• 3-Methylidene-2,4-dioxo-4-pentafluorophenylbutanoates in the Synthesis of Heterocycles
  作者：A. S. Fokin、Ya. V. Burgart、V. I. Saloutin、O. N. Chupakhin

  DOI：10.1007/s11178-005-0346-0

  日期：2005.9

  3-Ethoxy- and 3-arylaminomethylidene-2,4-dioxo-4-pentafluorophenylbutanoates undergo cyclization by the action of hydrazine hydrate and phenylhydrazine to give ethyl 4-pentafluorobenzoylpyrazole-5-carboxylates. The reaction of 3-ethoxymethylidene-2,4-dioxo-4-pentafluorophenylbutanoate with o-phenylene-diamine leads to formation of 3-[2-(2-aminophenylamino)-1-pentafluorobenzoylethenyl]-1,2-dihydroquinoxa-lin-2-one. 3-Arylaminomethylidene-2,4-dioxo-4-pentafluorophenylbutanoates react with o-phenylenediamine to afford 3-(1-aryl-5,6,7,8-tetrafluoro-4-oxo-1,4-dihydroquinolin-3-yl)-1,2-dihydroquinoxalin-2-ones and/or 3-(2-arylamino-1-pentafluorobenzoylethenyl)-1,2-dihydroquinoxalin-2-ones.

  在水合肼和苯肼的作用下，3-乙氧基和 3-芳氨甲基-2,4-二氧代-4-五氟苯丁酸酯发生环化反应，生成 4-五氟苯甲酰吡唑-5-甲酸乙酯。3- 乙氧基亚甲基-2,4-二氧代-4-五氟苯丁酸酯与邻苯基二胺反应生成 3-[2-（2-氨基苯基氨基）-1-五氟苯甲酰乙烯基]-1,2-二氢喹喔啉-2-酮。3-芳氨甲基-2,4-二氧代-4-五氟苯丁酸酯与邻苯二胺反应生成 3-(1-芳基-5,6,7,8-四氟-4-氧代-1,4-二氢喹啉-3-基)-1,2-二氢喹喔啉-2-酮和/或 3-(2-芳氨-1-五氟苯甲酰乙烯基)-1,2-二氢喹喔啉-2-酮。