(6-acetylamino-7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid | 808769-62-2

• 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-acetylamino-7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid
• 英文别名: 2-(6-Acetamido-7-hydroxy-2-oxochromen-4-yl)acetic acid
• CAS: 808769-62-2
• 化学式: C₁₃H₁₁NO₆
• 分子量: 277.233
• InChiKey: WSUQLBIBMJMFNT-UHFFFAOYSA-N

物化性质

• 熔点：
  219-220 °C(Solv: methanol (67-56-1))
• 沸点：
  634.9±55.0 °C(Predicted)
• 密度：
  1.550±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6-acetylamino-7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以82.4%的产率得到(6-amino-7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid hydrochloride
  参考文献：
  名称：

  New Facile Synthesis of 7‐Hydroxy‐6‐amino‐4‐substituted Benzopyran‐2‐ones

  摘要：

  A new facile synthesis of 6-amino-7-hydroxy-4-substituted benzopyranones is described through the von Pechmann reaction. The yields obtained were high, and the proposed methodology leads to pure products. The selectivity of formation of the desired products can be attributed to the formation of an intramolecular hydrogen bond, which leads to reduced reactivity of the 2-hydroxyl group.

  DOI：

  10.1081/scc-200036639
• 作为产物：
  描述：

  2,4-二甲氧基乙酰苯胺 在 三氯化铝 、 硫酸 、 sodium chloride 作用下， 生成 (6-acetylamino-7-hydroxy-2-oxo-2H-chromen-4-yl)acetic acid
  参考文献：
  名称：

  New Facile Synthesis of 7‐Hydroxy‐6‐amino‐4‐substituted Benzopyran‐2‐ones

  摘要：

  A new facile synthesis of 6-amino-7-hydroxy-4-substituted benzopyranones is described through the von Pechmann reaction. The yields obtained were high, and the proposed methodology leads to pure products. The selectivity of formation of the desired products can be attributed to the formation of an intramolecular hydrogen bond, which leads to reduced reactivity of the 2-hydroxyl group.

  DOI：

  10.1081/scc-200036639

文献信息

• New Facile Synthesis of 7‐Hydroxy‐6‐amino‐4‐substituted Benzopyran‐2‐ones
  作者：Gikas Evagelos、Parissi‐Poulou Maria、Kazanis Michael、Vavagianis Andreas

  DOI：10.1081/scc-200036639

  日期：2004.12.31

  A new facile synthesis of 6-amino-7-hydroxy-4-substituted benzopyranones is described through the von Pechmann reaction. The yields obtained were high, and the proposed methodology leads to pure products. The selectivity of formation of the desired products can be attributed to the formation of an intramolecular hydrogen bond, which leads to reduced reactivity of the 2-hydroxyl group.