3-苄基-6-(3-苄基-2-氧代-1,3-苯并恶唑-6-羰基)-1,3-苯并恶唑-2-酮 | 190074-19-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-苄基-6-(3-苄基-2-氧代-1,3-苯并恶唑-6-羰基)-1,3-苯并恶唑-2-酮
• 英文名称: 6,6'-carbonylbis[3-benzyl-2(3H)-benzoxazolone]
• 英文别名: 3-Benzyl-6-(3-benzyl-2-oxo-1,3-benzoxazole-6-carbonyl)-1,3-benzoxazol-2-one
• CAS: 190074-19-2
• 化学式: C₂₉H₂₀N₂O₅
• 分子量: 476.488
• InChiKey: PKGVVMPOWWFWIV-UHFFFAOYSA-N

物化性质

• 沸点：
  695.6±65.0 °C(Predicted)
• 密度：
  1.403±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-苯并唑啉酮 在 PEG 600 、 sodium hydroxide 、 三氯化铝 、 lithium perchlorate 作用下， 以 硝基甲烷 、 水 、 正丁醇 为溶剂， 反应 36.0h， 生成 3-苄基-6-(3-苄基-2-氧代-1,3-苯并恶唑-6-羰基)-1,3-苯并恶唑-2-酮
  参考文献：
  名称：

  Unsymmetrical Diarylketones from Electron-rich Heterocyclic Arenes

  摘要：

  AlCl3-mediated chlorocarbonylation of a first arene by oxalyl chloride followed by in situ Friedel-Crafts acylation of a second electron-rich arene expeditiously provides, in a one-pot procedure, either symmetrical or unsymmetrical benzophenones with yields ranging from 17-52%. Best results are obtained when the more activated substrate is used as the second arene. Another advantage is that the resultant benzophenone precipitates from the reaction mixture allowing facile workup.

  DOI：

  10.1007/s00706-002-0573-9

文献信息

• AICI3-DMF Reagent in the Friedel-Crafts Reaction. Application to the Synthesis of Symmetrical Benzophenones Derivatives
  作者：Huseyin Ucar、Kim Van derpoorten、Jacques H. Poupaert

  DOI：10.3987/com-96-7716

  日期：——

  Synthesis of series of symmetrical benzophenone derivatives by C-alkylation reaction of 2(3H)-benzoxazolone and 2 (3H)-benzothiazolone with carbon tetrachloride in presence of AlCl3-DMF reagent is reported.
• Unsymmetrical Diarylketones from Electron-rich Heterocyclic Arenes
  作者：Jacques H. Poupaert、Patrick Depreux、Christopher R. McCurdy

  DOI：10.1007/s00706-002-0573-9

  日期：2003.5.1

  AlCl3-mediated chlorocarbonylation of a first arene by oxalyl chloride followed by in situ Friedel-Crafts acylation of a second electron-rich arene expeditiously provides, in a one-pot procedure, either symmetrical or unsymmetrical benzophenones with yields ranging from 17-52%. Best results are obtained when the more activated substrate is used as the second arene. Another advantage is that the resultant benzophenone precipitates from the reaction mixture allowing facile workup.