methyl 2-[(2E,5Z)-2-(4-methoxyphenylcarbamoylmethylene)-4-oxothiazolidin-5-ylidene]acetate | 501037-45-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-[(2E,5Z)-2-(4-methoxyphenylcarbamoylmethylene)-4-oxothiazolidin-5-ylidene]acetate
• 英文别名: methyl (2Z)-2-[(2E)-2-[2-(4-methoxyanilino)-2-oxoethylidene]-4-oxo-1,3-thiazolidin-5-ylidene]acetate
• CAS: 501037-45-2
• 化学式: C₁₅H₁₄N₂O₅S
• 分子量: 334.353
• InChiKey: ANHVFROGIZEPEL-JKNYEHFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 2-[(2E,5Z)-2-(4-methoxyphenylcarbamoylmethylene)-4-oxothiazolidin-5-ylidene]acetate 在 锌 作用下， 以 溶剂黄146 为溶剂， 反应 8.0h， 以75%的产率得到methyl 2-[2-(4-methoxyphenylcarbamoylmethyl)-4-oxothiazolidin-5-yl]acetate
  参考文献：
  名称：

  （3-Oxo-2,3-dihydrothiophen-2-yylne）-和（4-Oxothiazolidin-5-yylne）acetate烷基衍生物的合成及络合特性

  摘要：

  Condensation of dimethyl and diethyl acetylenedicarboxylate with thioacetamides gave the corresponding alkyl (3-oxo-2,3-dihydrothiophen-2-ylidene)- and (4-oxothiazolidin-5-ylidene)acetates. Treatment of these compounds with zinc in acetic acid resulted in reduction of the exocyclic double bonds. The products can be used in membrane processes as sodium cation carriers.

  DOI：

  10.1023/b:rujo.0000044550.62124.94
• 作为产物：
  描述：

  2-氰基-N-(4-甲氧基苯基)乙酰胺 在 硫化氢 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.5h， 生成 methyl 2-[(2E,5Z)-2-(4-methoxyphenylcarbamoylmethylene)-4-oxothiazolidin-5-ylidene]acetate
  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

文献信息

• ——
  作者：Yu. Yu. Morzherin、M. F. Kosterina、V. S. Berseneva、W. Dehaen、V. A. Bakulev

  DOI：10.1023/a:1020912932335

  日期：——

  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.
• Synthesis and Complexing Properties of Alkyl (3-Oxo-2,3-dihydrothiophen-2-ylidene)- and (4-Oxothiazolidin-5-ylidene)acetate Derivatives
  作者：M. F. Kosterina、Yu. Yu. Morzherin、O. A. Kramarenko、V. S. Berseneva、A. I. Matern、A. V. Tkachev、V. A. Bakulev

  DOI：10.1023/b:rujo.0000044550.62124.94

  日期：2004.6

  Condensation of dimethyl and diethyl acetylenedicarboxylate with thioacetamides gave the corresponding alkyl (3-oxo-2,3-dihydrothiophen-2-ylidene)- and (4-oxothiazolidin-5-ylidene)acetates. Treatment of these compounds with zinc in acetic acid resulted in reduction of the exocyclic double bonds. The products can be used in membrane processes as sodium cation carriers.