5-benzoyl-3-ethoxycarbonyl-1-methyl-6-phenylamino-1,2-dihydropyridin-2-one | 1107608-06-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-benzoyl-3-ethoxycarbonyl-1-methyl-6-phenylamino-1,2-dihydropyridin-2-one
• 英文别名: ethyl 5-benzoyl-1-methyl-2-oxo-6-phenylamino-1,2-dihydropyridine-3-carboxylate；ethyl 6-anilino-5-benzoyl-1-methyl-2-oxopyridine-3-carboxylate
• CAS: 1107608-06-9
• 化学式: C₂₂H₂₀N₂O₄
• 分子量: 376.412
• InChiKey: PMAXFPNCKDTRDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-benzoyl-3-ethoxycarbonyl-1-methyl-6-phenylamino-1,2-dihydropyridin-2-one 、 邻苯二胺 以 异丙醇 为溶剂， 反应 8.0h， 以39%的产率得到3-benzoyl-5-(1H-benzimidazol-2-yl)-6-(methyl-amino)-2H-2-pyranone
  参考文献：
  名称：

  Unusual reaction of 5-benzoyl-3-ethoxycarbonyl-6-methylthio-1-r-1,2-dihydropyridin-2-ones with nitrogen-containing 1,4-dinucleophiles

  摘要：

  The reaction of 5-benzoyl-3-ethoxycarbonyl-6-methylthio-1-R-1,2-dihydropyridin-2-ones with the nitrogen-containing 1,4-dinucleophiles o-phenylenediamine, o-aminothiophenol, and ethylenediamine, proceeds as a recyclization, the products of which are derivatives of 5-(1H-benzimidazol-2-yl)-2H-2-pyranone, 5-(benzothiazol-2-yl)-2H-2-pyranone, and 5-(4,5-dihydro-1H-imidazol-2-yl)-2H-2-pyra-none respectively.

  DOI：

  10.1007/s10593-008-0124-3
• 作为产物：
  描述：

  5-benzoyl-3-ethoxycarbonyl-1-methyl-6-methylthio-1,2-dihydropyridin-2-one 、 苯胺 反应 0.33h， 以79%的产率得到5-benzoyl-3-ethoxycarbonyl-1-methyl-6-phenylamino-1,2-dihydropyridin-2-one
  参考文献：
  名称：

  Synthesis and reactions of 1-R-3-benzoyl-5-ethoxycarbonyl-6-oxo-1,2,3,6-tetrahydropyridine-2-thiones

  摘要：

  DOI：

  10.1007/s10593-007-0218-3

文献信息

• Recyclization of ethyl 1-alkyl-5-benzoyl-6-methylsulfanyl-2-oxo-1,2-dihydropyridine-3-carboxylates into Bicyclic N-alkyl-5-benzoyl-2-oxo-1,2-dihydropyridine-3-carboxamide derivatives by the action of nitrogen-containing 1,4- and 1,5-binucleophiles
  作者：V. N. Britsun、A. N. Esipenko、A. V. Gutov、A. N. Chernega、M. O. Lozinskii

  DOI：10.1134/s1070428009120148

  日期：2009.12

  Reactions of ethyl 1-alkyl-5-benzoyl-6-methylsulfanyl-2-oxo-1,2-dihydropyridine-3-carboxylates with nitrogen-containing 1,4- and 1,5-binucleophiles (o-phenylenediamine, o-aminobenzenethiol, ethane-1,2-diamine, and propane-1,3-diamine) involved recyclization, leading to the formation of fused N-alkyl-5-benzoyl- 2-oxo-1,2-dihydropyridine-3-carboxamides, diethyl 6,6'-oxybis(1-alkyl-5-benzoyl-2-oxo-1,2-dihydropyridine-3-carboxylates), and diethyl 6,6'-[ethane-1,2-diyl(or propane-1,3-diyl)diimino]bis(1-alkyl-5-benzoyl-2-oxo-1,2-dihydropyridine-3-carboxylates), depending on the reactant ratio. The sequence of formation of intermediate recyclization products was determined.