4,6-bis(difluoromethyl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4,6-bis(difluoromethyl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile
• 英文别名: 4,6-Bis(difluoromethyl)-2-sulfanylpyridine-3-carbonitrile；4,6-bis(difluoromethyl)-2-sulfanylidene-1H-pyridine-3-carbonitrile
• 化学式: C₈H₄F₄N₂S
• 分子量: 236.193
• InChiKey: CETDYEUSCWNRIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,6-bis(difluoromethyl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile 、 氯乙酰胺 在 potassium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以72%的产率得到3-amino-4,6-bis(difluoromethyl)-thieno[2,3-b]pyridine-2-carboxamide
  参考文献：
  名称：

  Synthesis and Properties of New Fluorine-Containing Thieno[2,3-b]pyridine Derivatives

  摘要：

  Cyanothioacetamide reacted with 1,1,5,5-tetrafluoroacetylacetone to give 4,6-bis(difluoromethyl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile, and alkylation of the latter with alpha-chloroacetamides afforded 3-amino-4,6-bis(difluoromethyl)thieno[2,3-b]pyridine-2-carboxamides. The structure of the key compounds was proved using two-dimensional NMR techniques. In silico analysis of potential biological activity and bioavailability of the synthesized compounds was performed.

  DOI：

  10.1134/s1070363219090032
• 作为产物：
  描述：

  2-氰基硫代乙酰胺 、 1,1,5,5-四氟-2,4-戊二酮 在 吗啉 作用下， 以 乙醇 为溶剂， 反应 78.0h， 以70%的产率得到4,6-bis(difluoromethyl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile
  参考文献：
  名称：

  Synthesis and Properties of New Fluorine-Containing Thieno[2,3-b]pyridine Derivatives

  摘要：

  Cyanothioacetamide reacted with 1,1,5,5-tetrafluoroacetylacetone to give 4,6-bis(difluoromethyl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile, and alkylation of the latter with alpha-chloroacetamides afforded 3-amino-4,6-bis(difluoromethyl)thieno[2,3-b]pyridine-2-carboxamides. The structure of the key compounds was proved using two-dimensional NMR techniques. In silico analysis of potential biological activity and bioavailability of the synthesized compounds was performed.

  DOI：

  10.1134/s1070363219090032

文献信息

• Synthesis and Properties of New Fluorine-Containing Thieno[2,3-b]pyridine Derivatives
  作者：D. S. Buryi、V. V. Dotsenko、N. A. Aksenov、I. V. Aksenova

  DOI：10.1134/s1070363219090032

  日期：2019.9

  Cyanothioacetamide reacted with 1,1,5,5-tetrafluoroacetylacetone to give 4,6-bis(difluoromethyl)-2-thioxo-1,2-dihydropyridine-3-carbonitrile, and alkylation of the latter with alpha-chloroacetamides afforded 3-amino-4,6-bis(difluoromethyl)thieno[2,3-b]pyridine-2-carboxamides. The structure of the key compounds was proved using two-dimensional NMR techniques. In silico analysis of potential biological activity and bioavailability of the synthesized compounds was performed.