3-(4,5-dihydro-5-(3-nitrophenyl)-1H-pyrazol-3-yl)-2H-chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(4,5-dihydro-5-(3-nitrophenyl)-1H-pyrazol-3-yl)-2H-chromen-2-one
• 英文别名: 3-[5-(3-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]chromen-2-one
• 化学式: C₁₈H₁₃N₃O₄
• 分子量: 335.319
• InChiKey: NQQBQADELGWVBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 水杨醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 bismuth(lll) trifluoromethanesulfonate 、 一水合肼 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以87%的产率得到3-(4,5-dihydro-5-(3-nitrophenyl)-1H-pyrazol-3-yl)-2H-chromen-2-one
  参考文献：
  名称：

  Bismuth triflate: A highly efficient catalyst for the synthesis of bio-active coumarin compounds via one-pot multi-component reaction

  摘要：

  A series of coumarin-chalcone hybrid compounds and coumarins linked to pyrazoline was synthesized in good yield and short time using a simple and efficient method. This method involved the one-pot reaction of salicylaldehyde, an alpha-ketoester and an aromatic aldehyde (in the case of the coumarin-chalcone derivatives) in addition to hydrazine hydrate (in the case of the pyrazolyl coumarins) in the presence of a catalytic amount of bismuth triflate [Bi(OTf)(3), 5 mol%]. The synthesized compounds showed scavenging activity towards the free radical 2,2-diphenyl-1-picrylhydrazyl. All compounds were characterized using IR, H-1 NMR and C-13 NMR spectroscopy. (C) 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s1872-2067(14)60308-9