{2-[1-Cyano-meth-(Z)-ylidene]-4-oxo-thiazolidin-5-yl}-acetic acid methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: {2-[1-Cyano-meth-(Z)-ylidene]-4-oxo-thiazolidin-5-yl}-acetic acid methyl ester
• 英文别名: methyl 2-[(2Z)-2-(cyanomethylidene)-4-oxo-1,3-thiazolidin-5-yl]acetate
• 化学式: C₈H₈N₂O₃S
• 分子量: 212.229
• InChiKey: CUZAXZHKZUEDIF-KXFIGUGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  [2-[1-Cyano-meth-(E)-ylidene]-4-oxo-thiazolidin-(5Z)-ylidene]-acetic acid methyl ester 在 溶剂黄146 作用下， 反应 24.0h， 生成 2-cyanomethylene-5-methoxycarbonylmethylthiazolidin-4-one 、 {2-[1-Cyano-meth-(Z)-ylidene]-4-oxo-thiazolidin-5-yl}-acetic acid methyl ester
  参考文献：
  名称：

  摘要：

  The equilibrium concentrations of E- and Z-isomers of thiazolidin-4-ones containing exocyclic double bonds in positions 2 and 5 of the cycle were determined in DMSO-d(6). The influence of the nature of the substituents on the equilibrium position was found. Electron-releasing substituents stabilize the E, Z-configuration and electron-withdrawing substituents stabilize the Z,Z-configuration. The association constants of E- and Z-2-ethoxycarbonyl-methylenethiazolidin-4-ones with the sodium cation were determined by H-1 NMR spectroscopy.

  DOI：

  10.1023/a:1020912932335