6,8-dibromo-3-(1-hydroxy-3-oxobut-1-enyl)chromen-2-one | 1192749-39-5

• 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: 6,8-dibromo-3-(1-hydroxy-3-oxobut-1-enyl)chromen-2-one
• CAS: 1192749-39-5
• 化学式: C₁₃H₈Br₂O₄
• 分子量: 388.012
• InChiKey: CKIXGWCEOWQDJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.51
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6,8-dibromo-3-(1-hydroxy-3-oxobut-1-enyl)chromen-2-one 、 对甲基苯肼 以398 mg的产率得到6,8-dibromo-3-[3-methyl-1-(4-methylphenyl)-1H-pyrazol-5-yl]-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis of 3-(3-Methyl-1-aryl-1H-pyrazol-5-yl)-2H-2-chromen-2-one Derivatives via a One-Pot, Three-Component Reaction

  摘要：

  An efficient synthesis of 3-(3-methyl-1-aryl-1H-pyrazol-5-yl)-2H-2-chromen-2-one derivatives by the reaction of salicylaldehydes, 4-hydroxy-6-methyl-2H-pyran-2-one, and arylhydrazine in acetonitrile under reflux condition and in the presence of piperidine is reported. This three-component reaction has some advantages such as ease of handling, good yields, and easy purification. All structures were confirmed by infrared, mass, H-1 NMR, and C-13 NMR spectroscopy.

  DOI：

  10.1080/00397911.2013.867507
• 作为产物：
  描述：

  4-羟基-6-甲基-2-吡喃酮 、 3,5-二溴水杨醛 在 EPZ-10 作用下， 以 乙醇 为溶剂， 反应 0.83h， 以94%的产率得到6,8-dibromo-3-(1-hydroxy-3-oxobut-1-enyl)chromen-2-one
  参考文献：
  名称：

  Envirocat EPZ-10: An efficient catalyst for the synthesis of 3-acetoacetylcoumarins

  摘要：

  A simple, efficient and ecofriendly procedure has been developed for the synthesis of 3-acetoacetylcoumarins from salicylaldehyde(s) and 4-hydroxy-6-methyl-2H-pyran-2-one using EPZ-10 as a catalyst in ethanol medium at reflux condition. The present methodology offers several advantages such as excellent yields, short reaction time and use of EPZ-10 as an eco-friendly catalyst. (C) 2011 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.crci.2011.08.002