ethyl 5-cyano-2-oxo-4-phenyl-6-sulfanylidene-3H-pyridine-3-carboxylate | 213883-27-3

• 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-4-phenyl-6-sulfanylidene-3H-pyridine-3-carboxylate
• CAS: 213883-27-3
• 化学式: C₁₅H₁₂N₂O₃S
• 分子量: 300.338
• InChiKey: AFCSFQQROAASLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 5-cyano-2-oxo-4-phenyl-6-sulfanylidene-3H-pyridine-3-carboxylate 在 氢氧化钾 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 13.0h， 生成 ethyl 3-amino-2-carbamoyl-6-oxo-4-phenyl-5H-thieno[2,3-b]pyridine-5-carboxylate
  参考文献：
  名称：

  REACTIONS OF α-THIOCARBOXAMIDOCINNA-MONITRILE DERIVATIVES WITH DIETHYL MALONATE: SYNTHESIS OF PYRAZOLO-[3,4-b]-α-PYRIDINONE, THIENO[2,3-b]-α-PYRIDINONE, PYRIDO[2,3:4′,5′]THIENO[2,3-c]PYRIDAZINE AND PYRIDO[2,3:4′,5′]-THIENO[2,3-d]PYRIMIDINONETHIONE DERIVATIVES

  摘要：

  3-Cyano-4-aryl-5-ethoxycarbonyl-6-pyridinone-2-thione derivatives 3a-c reacted with several halogen-containing compounds to give the corresponding 2-S-methylpyridinones 4a-c, 2-S-acetonyl pyridinones 7a-c, 2-S-benzoyl methyl pyridinones 12a-c, 2-S-acetamidopyridinones 15a-c and 2-S-ethoxycarbonyl methylpyridinones 20a-c. The ethanolic solution of KOH used as a cyclization agent to give the corresponding thieno[2,3-b]pyridines 8a-c, 13a-c, 16a-c and 21a-c. Hydrazine hydrate, nitrous acid, carbon disulphide, acetic anhydride, formic acid, acetic acid and acetyl acetone gave further cyclization to construct an additional ring.

  DOI：

  10.1080/10426509708031587
• 作为产物：
  描述：

  benzylidenecyanothioacetamide 、 丙二酸二乙酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 ethyl 5-cyano-2-oxo-4-phenyl-6-sulfanylidene-3H-pyridine-3-carboxylate
  参考文献：
  名称：

  REACTIONS OF α-THIOCARBOXAMIDOCINNA-MONITRILE DERIVATIVES WITH DIETHYL MALONATE: SYNTHESIS OF PYRAZOLO-[3,4-b]-α-PYRIDINONE, THIENO[2,3-b]-α-PYRIDINONE, PYRIDO[2,3:4′,5′]THIENO[2,3-c]PYRIDAZINE AND PYRIDO[2,3:4′,5′]-THIENO[2,3-d]PYRIMIDINONETHIONE DERIVATIVES

  摘要：

  3-Cyano-4-aryl-5-ethoxycarbonyl-6-pyridinone-2-thione derivatives 3a-c reacted with several halogen-containing compounds to give the corresponding 2-S-methylpyridinones 4a-c, 2-S-acetonyl pyridinones 7a-c, 2-S-benzoyl methyl pyridinones 12a-c, 2-S-acetamidopyridinones 15a-c and 2-S-ethoxycarbonyl methylpyridinones 20a-c. The ethanolic solution of KOH used as a cyclization agent to give the corresponding thieno[2,3-b]pyridines 8a-c, 13a-c, 16a-c and 21a-c. Hydrazine hydrate, nitrous acid, carbon disulphide, acetic anhydride, formic acid, acetic acid and acetyl acetone gave further cyclization to construct an additional ring.

  DOI：

  10.1080/10426509708031587

文献信息

• REACTIONS OF α-THIOCARBOXAMIDOCINNA-MONITRILE DERIVATIVES WITH DIETHYL MALONATE: SYNTHESIS OF PYRAZOLO-[3,4-b]-α-PYRIDINONE, THIENO[2,3-b]-α-PYRIDINONE, PYRIDO[2,3:4′,5′]THIENO[2,3-c]PYRIDAZINE AND PYRIDO[2,3:4′,5′]-THIENO[2,3-d]PYRIMIDINONETHIONE DERIVATIVES
  作者：Fawzy A. Attaby、Sanaa M. Eldin、Mohamed B. Abou-abdou

  DOI：10.1080/10426509708031587

  日期：1997.10.1

  3-Cyano-4-aryl-5-ethoxycarbonyl-6-pyridinone-2-thione derivatives 3a-c reacted with several halogen-containing compounds to give the corresponding 2-S-methylpyridinones 4a-c, 2-S-acetonyl pyridinones 7a-c, 2-S-benzoyl methyl pyridinones 12a-c, 2-S-acetamidopyridinones 15a-c and 2-S-ethoxycarbonyl methylpyridinones 20a-c. The ethanolic solution of KOH used as a cyclization agent to give the corresponding thieno[2,3-b]pyridines 8a-c, 13a-c, 16a-c and 21a-c. Hydrazine hydrate, nitrous acid, carbon disulphide, acetic anhydride, formic acid, acetic acid and acetyl acetone gave further cyclization to construct an additional ring.