6-methyl-4-thioxo-4,5-dihydropyrrolo[3,4-c]pyridine-1,3-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 6-methyl-4-thioxo-4,5-dihydropyrrolo[3,4-c]pyridine-1,3-dione
• 英文别名: 6-methyl-4-sulfanylidene-5H-pyrrolo[3,4-c]pyridine-1,3-dione
• 化学式: C₈H₆N₂O₂S
• 分子量: 194.214
• InChiKey: CTSKQFLDBLZANC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  90.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基甲酰基硫代乙酰胺 、 乙酰丙酮酸甲酯 在 三乙胺 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以69%的产率得到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

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.