2H-1-苯并吡喃-2-酮,3-[3-(2,4-二羟基苯基)-1-羰基-2-丙烯基]- | 193619-95-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 中文名称: 2H-1-苯并吡喃-2-酮,3-[3-(2,4-二羟基苯基)-1-羰基-2-丙烯基]-
• 英文名称: 3-[3-(2,4-dihydroxyphenyl)prop-2-enoyl]chromen-2-one
• CAS: 193619-95-3
• 化学式: C₁₈H₁₂O₅
• 分子量: 308.29
• InChiKey: OBWHDSMKAZFNJK-UHFFFAOYSA-N

物化性质

• 沸点：
  610.3±54.0 °C(Predicted)
• 密度：
  1.453±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.74
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2H-1-苯并吡喃-2-酮,3-[3-(2,4-二羟基苯基)-1-羰基-2-丙烯基]- 、 (4-甲基-2-氧代-2H-色烯-7-氧基)-乙酸肼 在 吡啶 作用下， 反应 6.0h， 以65%的产率得到5-(2,4-dihydroxyphenyl)-3-(2-oxo-2H-chromen-3-yl)-1-(4-methyl-2-oxo-2H-chromen-7-yloxyacetyl)-2-pyrazoline
  参考文献：
  名称：

  Synthesis and Biological Evaluation of a Novel Series of 1,3-Dicoumarinyl-5-aryl-2-pyrazolines

  摘要：

  In the present paper novel 1,3,5-trisubstituted 2-pyrazolines (4a-q) were synthesized via condensation of different substituted 3-cinnamoyl-2-oxo-2H-chromenes (2a-q) with 2-(4-methyl-2-oxo-2H-chromen-7-yloxy)acetohydrazide (3). Chalcones were prepared via Claisen-Schmidt condensation by refluxing 3-acetyl-2-oxo-2H-chromen (1) with corresponding aldehydes in ethanol, in the presence of piperidine. All of these compounds were characterized by means of their IR, (1)H NMR and LC/MS/MS spectroscopic data and elemental microanalysis. Chalcones and pyrazolines were screened for their antioxidant and iron chelating activity.

  DOI：

  10.3987/com-11-12196
• 作为产物：
  描述：

  水杨醛 在 哌啶 作用下， 以 氯仿 为溶剂， 反应 1.5h， 生成 2H-1-苯并吡喃-2-酮,3-[3-(2,4-二羟基苯基)-1-羰基-2-丙烯基]-
  参考文献：
  名称：

  Synthesis and Biological Evaluation of a Novel Series of 1,3-Dicoumarinyl-5-aryl-2-pyrazolines

  摘要：

  In the present paper novel 1,3,5-trisubstituted 2-pyrazolines (4a-q) were synthesized via condensation of different substituted 3-cinnamoyl-2-oxo-2H-chromenes (2a-q) with 2-(4-methyl-2-oxo-2H-chromen-7-yloxy)acetohydrazide (3). Chalcones were prepared via Claisen-Schmidt condensation by refluxing 3-acetyl-2-oxo-2H-chromen (1) with corresponding aldehydes in ethanol, in the presence of piperidine. All of these compounds were characterized by means of their IR, (1)H NMR and LC/MS/MS spectroscopic data and elemental microanalysis. Chalcones and pyrazolines were screened for their antioxidant and iron chelating activity.

  DOI：

  10.3987/com-11-12196