N-(5-hydroxy-2-oxo-2H-chromen-3-yl)acetamide | 1611491-74-7

• 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: N-(5-hydroxy-2-oxo-2H-chromen-3-yl)acetamide
• 英文别名: N-(5-hydroxy-2-oxochromen-3-yl)acetamide
• CAS: 1611491-74-7
• 化学式: C₁₁H₉NO₄
• 分子量: 219.197
• InChiKey: RKMWQULRRJVJFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(2,5-dioxo-5,6,7,8-tetrahydro-2H-chromen-3-yl)acetamide 在 氧气 、 甲烷 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以35%的产率得到N-(5-hydroxy-2-oxo-2H-chromen-3-yl)acetamide
  参考文献：
  名称：

  Oxydehydrogenative aromatization of fused 3-aminopyran-2-ones on carbon surfaces: a simple approach towards 3-amino-5-hydroxycoumarin derivatives

  摘要：

  Aromatization of selected 3-acylamino-5,6,7,8-tetrahydro-2H-1-benzopyran-2,5-diones, yielding the corresponding 3-acylamino-5-hydroxycoumarins, was achieved by dehydrogenation with molecular oxygen in the presence of activated carbon. The use of nonpolar solvents and high temperatures was crucial for attaining satisfactory conversions. The 3-benzoylamino-5,6,7,8-tetrahydrocoumarin without a 5-keto group and the 8-oxo analogue as well as the 5-oxo-5,6,7,8-tetrahydrocoumarins containing a free 3-amino group were less efficiently aromatized..

  DOI：

  10.1007/s00706-014-1227-4