methyl 3-cyano-2-oxo-6-phenyl-2H-pyran-4-ylacetate | 1011475-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: methyl 3-cyano-2-oxo-6-phenyl-2H-pyran-4-ylacetate
• 英文别名: Methyl 2-(3-cyano-2-oxo-6-phenylpyran-4-yl)acetate
• CAS: 1011475-17-4
• 化学式: C₁₅H₁₁NO₄
• 分子量: 269.257
• InChiKey: KCSBUZZQSNJDAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-phenyl-3-cyano-4-methylsulfanyl-2H-pyran-2-one 、 乙酰乙酸甲酯 在 potassium carbonate 、 盐酸 作用下， 以 二甲基亚砜 、 乙醇 为溶剂， 反应 2.5h， 以60%的产率得到methyl 3-cyano-2-oxo-6-phenyl-2H-pyran-4-ylacetate
  参考文献：
  名称：

  Reaction of 6‐aryl‐ or styryl‐4‐methylsulfanyl‐2‐oxo‐2H‐pyrans with active methylene compounds and fluorescence properties of the products

  摘要：

  Abstractmagnified imageNew 2‐pyrone derivatives, dialkyl 3‐cyano‐6‐phenyl‐2‐oxo‐2H‐pyran‐4‐ylmalonates and alkyl 3‐cyano‐6‐phenyl‐2‐oxo‐2H‐pyran‐4‐ylacetates, which were easily prepared by the reaction of 6‐aryl‐4‐methyl‐sulfanyl‐2‐oxo‐2H‐pyran‐3‐carbonitriles with active methylene compounds in the presence of potassium carbonate, show fluorescence emission radiation. The light‐emitting region of dimethyl 3‐cyano‐6‐(4‐N,N‐dimethylamino)styryl‐2‐oxo‐2H‐pyran‐4‐ylmalonate (7h) was 620 nm in dichloromethane, making this compound a typical red fluorescent compound. Methyl 8‐hydroxy‐6‐methyl‐1‐oxo‐3‐phenyl‐1H‐pyrano‐[3,4‐c]pyridine‐5‐carboxylate deriv‐atives also showed fluorescence in the solid state. This is the first example of fluorescence in fused 2‐pyrone derivatives.

  DOI：

  10.1002/jhet.5570450133