5,6,7,8-tetrafluoro-3-[1-(2-phenylhydrazino)ethylidene]benzopyran-2,4-dione | 1137167-13-5

• 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: 5,6,7,8-tetrafluoro-3-[1-(2-phenylhydrazino)ethylidene]benzopyran-2,4-dione
• CAS: 1137167-13-5
• 化学式: C₁₇H₁₀F₄N₂O₃
• 分子量: 366.272
• InChiKey: IULWYJYJKATTCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  67.43
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5,6,7,8-tetrafluoro-3-[1-(2-phenylhydrazino)ethylidene]benzopyran-2,4-dione 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以80%的产率得到3-[1-aminoethylidene]-5,6,7,8-tetrafluorobenzopyran-2,4-dione
  参考文献：
  名称：

  Transformations of 3-(1-Aminoethylidene)-5,6,7,8-tetrafluorobenzopyran-2,4-dione with Hydrazines

  摘要：

  3-(1-Aminoethylidene)-5,6,7,8-tetrafluorobenzopyran-2,4-dione reacts with the substituted hydrazines depending on hydrazine nucleophilicity and the reaction conditions. 3-R-hydrazinoethylidene-5,6,7,8-tetrafluorobenzopyrandiones are formed as a result of the transamination at aminoethylidene fragment by hydrazine NH(2)-group. In the case of methylhydrazine and hydrazine the transamination can be accompanied by the substitution of fluorine atom at the atom C-7. Benzopyrano[2,3-c]pyrazolone derivatives are produced due to the intramolecular addition of the RNH-group at the C-2 atom followed by the intramolecular substitution of fluorine atom by hydroxyl group.

  DOI：

  10.3987/com-08-11495
• 作为产物：
  描述：

  3-[1-aminoethylidene]-5,6,7,8-tetrafluorobenzopyran-2,4-dione 、 苯肼 以 乙醚 为溶剂， 反应 24.0h， 以93%的产率得到5,6,7,8-tetrafluoro-3-[1-(2-phenylhydrazino)ethylidene]benzopyran-2,4-dione
  参考文献：
  名称：

  Transformations of 3-(1-Aminoethylidene)-5,6,7,8-tetrafluorobenzopyran-2,4-dione with Hydrazines

  摘要：

  3-(1-Aminoethylidene)-5,6,7,8-tetrafluorobenzopyran-2,4-dione reacts with the substituted hydrazines depending on hydrazine nucleophilicity and the reaction conditions. 3-R-hydrazinoethylidene-5,6,7,8-tetrafluorobenzopyrandiones are formed as a result of the transamination at aminoethylidene fragment by hydrazine NH(2)-group. In the case of methylhydrazine and hydrazine the transamination can be accompanied by the substitution of fluorine atom at the atom C-7. Benzopyrano[2,3-c]pyrazolone derivatives are produced due to the intramolecular addition of the RNH-group at the C-2 atom followed by the intramolecular substitution of fluorine atom by hydroxyl group.

  DOI：

  10.3987/com-08-11495

文献信息

• Reactions of 3-acetyl- and 3-acetimidoyl-5,6,7,8-tetrafluoro-4-hydroxycoumarins with substituted hydrazines
  作者：K. V. Shcherbakov、Ya. V. Burgart、V. I. Saloutin

  DOI：10.1007/s11172-009-0166-4

  日期：2009.6

  benzopyrano[2,3-c]pyrazol-4-ones, depending on nucleophilicity of the diamine and the nature of the solvent used. In the reaction with phenylhydrazine, the formation of 1-phenyl-3H-pyrazol-3-one derivative is also possible, and in the reaction with methylhydrazine, the formation of 7-methylhydrazinobenzopyrano[2,3-c]pyrazolone, too.

  摘要3-乙酰基-和3-乙酰亚氨基-5,6,7,8-四氟-4-羟基香豆素与甲基-和苯肼反应，在酰基取代基处生成缩合产物，即5,6,7,8-四氟-3 -(1-肼基)亚乙基苯并吡喃-2,4-二酮，或再循环产物，即6,7,8-三氟-5-羟基苯并吡喃[2,3-c]吡唑-4-酮，取决于二胺的亲核性以及所用溶剂的性质。与苯肼反应生成1-苯基-3H-吡唑-3-酮衍生物，与甲基肼反应生成7-甲基肼基苯并吡喃并[2,3-c]吡唑啉酮。