4-benzoyl-N-ethyl-1-oxo-1H-pyrido[2,1-b][1,3]benzothiazole-2-carboxamide | 1198320-27-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-benzoyl-N-ethyl-1-oxo-1H-pyrido[2,1-b][1,3]benzothiazole-2-carboxamide
• 英文别名: 4-benzoyl-N-ethyl-1-oxo-1h-pyrido[2,1-b][1,3]-benzothiazole-2-carboxamide；4-benzoyl-N-ethyl-1-oxopyrido[2,1-b][1,3]benzothiazole-2-carboxamide
• CAS: 1198320-27-2
• 化学式: C₂₁H₁₆N₂O₃S
• 分子量: 376.436
• InChiKey: VRKHXPFKLKMQAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  91.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-benzoyl-3-ethoxycarbonyl-1-ethyl-6-methylthio-1,2-dihydropyridin-2-one 、 2-氨基苯硫醇 以 异丙醇 为溶剂， 以57%的产率得到4-benzoyl-N-ethyl-1-oxo-1H-pyrido[2,1-b][1,3]benzothiazole-2-carboxamide
  参考文献：
  名称：

  Recyclization of 1-alkyl-5-benzoyl-3-ethoxycarbonyl-6-methylthio-1,2-dihydro-pyridin-2-ones into 1,6-annelated derivatives of 3-alkylcarbamoyl-5-benzoylpyridin-2-one

  摘要：

  For the first time the possibility has been shown of recyclizing 1-alkyl-5-benzoyl-3-ethoxycarbonyl-6-methylthio-1,2-dihydropyridin-2-ones into 1,6-annelated bicyclic derivatives of 3-alkylcarbamoyl-5-benzoylpyridin-2-one, which takes place on reacting the former with 1,4- and 1,5-nitrogen-containing dinucleophiles. The structure of the recyclization products was demonstrated by spectral methods and X-ray structural analysis.

  DOI：

  10.1007/s10593-009-0284-9

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.