3-amino-N-(3-methoxyphenyl)-3-sulfanylidenepropanamide | 501037-54-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-amino-N-(3-methoxyphenyl)-3-sulfanylidenepropanamide
• CAS: 501037-54-3
• 化学式: C₁₀H₁₂N₂O₂S
• 分子量: 224.283
• InChiKey: RYQHYBNCUNRARF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  96.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酰丙酮酸甲酯 、 3-amino-N-(3-methoxyphenyl)-3-sulfanylidenepropanamide 在 三乙胺 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以68%的产率得到2-(3-methoxyphenyl)-6-methyl-4-thioxo-4,5-dihydropyrrolo[3,4-c]pyridine-1,3-dione
  参考文献：
  名称：

  Reactions of malonthioamides and malonamidines with methyl acetylpyruvate as a one-step method to prepare 4-thio- and 4-aminopyrrolo[3,4-c]pyridines

  摘要：

  We report an efficient one-step approach to 4-thio and 4-aminopyrrolo[3,4-c]pyridines based on the selective reaction of malonthioamides and malonamidines with methyl acetylpyruvate. Structural proof is given by HMBC and HMQC spectra. A cascade heterocyclization mechanism is proposed for the reactions studied. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.03.054
• 作为产物：
  描述：

  2-氰基-N-(3-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 1.5h， 以89%的产率得到3-amino-N-(3-methoxyphenyl)-3-sulfanylidenepropanamide
  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

• Reactions of malonthioamides and malonamidines with methyl acetylpyruvate as a one-step method to prepare 4-thio- and 4-aminopyrrolo[3,4-c]pyridines
  作者：Vera S. Berseneva、Vasiliy A. Bakulev、Wim Dehaen、Suzanne Toppet、Marina Borovkova

  DOI：10.1016/j.tet.2007.03.054

  日期：2007.5

  We report an efficient one-step approach to 4-thio and 4-aminopyrrolo[3,4-c]pyridines based on the selective reaction of malonthioamides and malonamidines with methyl acetylpyruvate. Structural proof is given by HMBC and HMQC spectra. A cascade heterocyclization mechanism is proposed for the reactions studied. (C) 2007 Elsevier Ltd. All rights reserved.
• ——
  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.