Pyridine-3-carbonitrile, 5,6-dihydro-4-methyl-2-(2-methyl-2-propenylthio)-6-oxo-

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Pyridine-3-carbonitrile, 5,6-dihydro-4-methyl-2-(2-methyl-2-propenylthio)-6-oxo-
• 英文别名: 4-methyl-2-(2-methylprop-2-enylsulfanyl)-6-oxo-1H-pyridine-3-carbonitrile
• 化学式: C₁₁H₁₂N₂OS
• mdl: MFCD02047784
• 分子量: 220.295
• InChiKey: GIRUJUPOQKYHQF-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：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  78.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  morpholinium 3-cyano-4-methyl-6-oxo-1,6-dihydropyridine-2-thiolate 、 3-氯-2-甲基丙烯 以69%的产率得到Pyridine-3-carbonitrile, 5,6-dihydro-4-methyl-2-(2-methyl-2-propenylthio)-6-oxo-
  参考文献：
  名称：

  Synthesis of Substituted 1,3-Cyclohexadienes, Pyridine-2(1H)-thiones, and Thieno[2,3-d]pyrimidine- 4(3H)-thiones by the Michael Reaction

  摘要：

  Cyclopentylidene- and cyclohexylidene(cyano)acetamides reacted with malononitrile and cyano-(thioacetamide) according to the Michael pattern with exchange of the methylene components to give substituted 1-amino-2,6,6-tricyano-1,3-cyclohexadienes and thieno[2,3-d]pyrimidine-4(3H)-thiones. Condensation of cyclopentylidene- and cyclohexylidene(cyano)acetamide with 1,3-dicarbonyl compounds afforded 4,6-dimethyl-3-cyanopyridine-2(1H)-thione and morpholinium 4-methyl-6-oxo-3-cyano-1,6-dihydropyridine-2-thiolate which were converted into substituted 2-alkylsulfanylpyridines, thieno[2,3-b]pyridines, thiazolo[3,2-a]pyridine, and 2H-[1,3]thiazino[3,2-a]pyridine.

  DOI：

  10.1023/b:rujo.0000034978.81993.bd

文献信息

• Synthesis of Substituted 1,3-Cyclohexadienes, Pyridine-2(1H)-thiones, and Thieno[2,3-d]pyrimidine- 4(3H)-thiones by the Michael Reaction
  作者：V. D. Dyachenko、A. D. Dyachenko、A. N. Chernega

  DOI：10.1023/b:rujo.0000034978.81993.bd

  日期：2004.3

  Cyclopentylidene- and cyclohexylidene(cyano)acetamides reacted with malononitrile and cyano-(thioacetamide) according to the Michael pattern with exchange of the methylene components to give substituted 1-amino-2,6,6-tricyano-1,3-cyclohexadienes and thieno[2,3-d]pyrimidine-4(3H)-thiones. Condensation of cyclopentylidene- and cyclohexylidene(cyano)acetamide with 1,3-dicarbonyl compounds afforded 4,6-dimethyl-3-cyanopyridine-2(1H)-thione and morpholinium 4-methyl-6-oxo-3-cyano-1,6-dihydropyridine-2-thiolate which were converted into substituted 2-alkylsulfanylpyridines, thieno[2,3-b]pyridines, thiazolo[3,2-a]pyridine, and 2H-[1,3]thiazino[3,2-a]pyridine.