2-Amino-6-phenacylsulfanyl-4-thiophen-2-ylpyridine-3,5-dicarbonitrile | 136633-81-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Amino-6-phenacylsulfanyl-4-thiophen-2-ylpyridine-3,5-dicarbonitrile
• CAS: 136633-81-3
• 化学式: C₁₉H₁₂N₄OS₂
• 分子量: 376.462
• InChiKey: OLWFNGOYTYPSKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  157
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-Amino-6-phenacylsulfanyl-4-thiophen-2-ylpyridine-3,5-dicarbonitrile 在 sodium ethanolate 作用下， 反应 5.0h， 以91%的产率得到3,6-Diamino-2-benzoyl-4-thiophen-2-ylthieno[2,3-b]pyridine-5-carbonitrile
  参考文献：
  名称：

  Cyclization reactions of nitriles

  摘要：

  The interaction of 2-thienylidene derivatives of malononitrile and cyanothioacetamide with methylene active nitriles gives 2,6-diamino-3,5-dicyano-4-(2-thienyl)-4H-thiopyran which is smoothly recrystallized into 6-amino-3,5-dicyano-4-(2-thienyl)-2-(1H)-pyridinethione. The latter is easily alkylated at the sulfur atom by alpha-halocarbonyl compounds. This reaction was used in the synthesis of 3,6-diamino-4-(2-thienyl)thieno[2,3-b]pyridines.

  DOI：

  10.1007/bf00961252
• 作为产物：
  描述：

  (2-噻吩亚甲基)甲烷-1,1-二甲腈 在 N-甲基吗啉 、 氢氧化钾 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.08h， 生成 2-Amino-6-phenacylsulfanyl-4-thiophen-2-ylpyridine-3,5-dicarbonitrile
  参考文献：
  名称：

  Cyclization reactions of nitriles

  摘要：

  The interaction of 2-thienylidene derivatives of malononitrile and cyanothioacetamide with methylene active nitriles gives 2,6-diamino-3,5-dicyano-4-(2-thienyl)-4H-thiopyran which is smoothly recrystallized into 6-amino-3,5-dicyano-4-(2-thienyl)-2-(1H)-pyridinethione. The latter is easily alkylated at the sulfur atom by alpha-halocarbonyl compounds. This reaction was used in the synthesis of 3,6-diamino-4-(2-thienyl)thieno[2,3-b]pyridines.

  DOI：

  10.1007/bf00961252

文献信息

• MATROSOVA, S. V.;ZAVYALOVA, V. K.;LITVINOV, V. P.;SHARANIN, YU. A., IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1643-1646
  作者：MATROSOVA, S. V.、ZAVYALOVA, V. K.、LITVINOV, V. P.、SHARANIN, YU. A.

  DOI：——

  日期：——
• Cyclization reactions of nitriles
  作者：S. V. Matrosova、V. K. Zav'yalova、V. P. Litvinov、Yu. A. Sharanin

  DOI：10.1007/bf00961252

  日期：1991.7

  The interaction of 2-thienylidene derivatives of malononitrile and cyanothioacetamide with methylene active nitriles gives 2,6-diamino-3,5-dicyano-4-(2-thienyl)-4H-thiopyran which is smoothly recrystallized into 6-amino-3,5-dicyano-4-(2-thienyl)-2-(1H)-pyridinethione. The latter is easily alkylated at the sulfur atom by alpha-halocarbonyl compounds. This reaction was used in the synthesis of 3,6-diamino-4-(2-thienyl)thieno[2,3-b]pyridines.