ethyl 5-cyano-2-oxo-6-sulfanyl-1,2-dihydropyridine-3-carboxylate

• 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: ethyl 5-cyano-2-oxo-6-sulfanyl-1,2-dihydropyridine-3-carboxylate
• 英文别名: ethyl 6-mercapto-2-oxo-5-cyano-1,2-dihydropyridine-3-carboxylate；Ethyl 5-cyano-6-mercapto-2-oxo-1,2-dihydropyridine-3-carboxylate；ethyl 5-cyano-2-hydroxy-6-sulfanylidene-1H-pyridine-3-carboxylate
• 化学式: C₉H₈N₂O₃S
• mdl: MFCD06368071
• 分子量: 224.24
• InChiKey: NXFNPNKDMUFVAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  80.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 5-cyano-2-oxo-6-sulfanyl-1,2-dihydropyridine-3-carboxylate 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  A simple one-pot synthesis of new 4-unsubstituted 2-oxo(thioxo)-1,2-dihydropyridine-3-carbonitriles, -3-carboxamides, and -3-carboxylic acid esters and 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitriles

  摘要：

  One-pot condensations of formaldehyde with CH acids and enamines afforded new 4-unsubstituted derivatives of 2-oxo(thioxo)-1,2-dihydropyridine-3-carbonitrile, 2-oxo(thioxo)-1,2-dihydropyridine-3-carboxamide, ethyl 2-oxo(thioxo)-1,2-dihydropyridine-3-carboxylate, and 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3- carbonitrile, which were subjected to alkylation.

  DOI：

  10.1134/s1070428015090146
• 作为产物：
  描述：

  ethyl 5-cyano-2-oxo-6-sulfanyl-1,2,3,4-tetrahydropyridine-3-carboxylate 以 乙醇 为溶剂， 以1.64 g的产率得到ethyl 5-cyano-2-oxo-6-sulfanyl-1,2-dihydropyridine-3-carboxylate
  参考文献：
  名称：

  A simple one-pot synthesis of new 4-unsubstituted 2-oxo(thioxo)-1,2-dihydropyridine-3-carbonitriles, -3-carboxamides, and -3-carboxylic acid esters and 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitriles

  摘要：

  One-pot condensations of formaldehyde with CH acids and enamines afforded new 4-unsubstituted derivatives of 2-oxo(thioxo)-1,2-dihydropyridine-3-carbonitrile, 2-oxo(thioxo)-1,2-dihydropyridine-3-carboxamide, ethyl 2-oxo(thioxo)-1,2-dihydropyridine-3-carboxylate, and 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3- carbonitrile, which were subjected to alkylation.

  DOI：

  10.1134/s1070428015090146

文献信息

• Unexpected formation of pyrido[2,3-d]pyrimidine system from simple linear components
  作者：V. D. Dyachenko、V. P. Tkacheva、A. D. Dyachenko、R. P. Tkachev

  DOI：10.1134/s1070363210050312

  日期：2010.5

  A system of pyrido[2,3-d]pyrimidine series was obtained in a one-pot synthesis from diethyl ethoxymethylidenemalonic acid, cyanothioacetamide, and allyl bromide.
• A simple one-pot synthesis of new 4-unsubstituted 2-oxo(thioxo)-1,2-dihydropyridine-3-carbonitriles, -3-carboxamides, and -3-carboxylic acid esters and 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitriles
  作者：I. V. Dyachenko、V. D. Dyachenko

  DOI：10.1134/s1070428015090146

  日期：2015.9

  One-pot condensations of formaldehyde with CH acids and enamines afforded new 4-unsubstituted derivatives of 2-oxo(thioxo)-1,2-dihydropyridine-3-carbonitrile, 2-oxo(thioxo)-1,2-dihydropyridine-3-carboxamide, ethyl 2-oxo(thioxo)-1,2-dihydropyridine-3-carboxylate, and 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3- carbonitrile, which were subjected to alkylation.