diethyl 2-(5-((2,6-dichloropyridin-4-yl)(methyl)amino)-2-((ethoxycarbonothioyl)thio)-5-oxopentyl)malonate | 1381868-93-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: diethyl 2-(5-((2,6-dichloropyridin-4-yl)(methyl)amino)-2-((ethoxycarbonothioyl)thio)-5-oxopentyl)malonate
• CAS: 1381868-93-4
• 化学式: C₂₁H₂₈Cl₂N₂O₆S₂
• 分子量: 539.501
• InChiKey: FPXGFCJNKRZHIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.69
• 重原子数：
  33.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  95.03
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-(5-((2,6-dichloropyridin-4-yl)(methyl)amino)-2-((ethoxycarbonothioyl)thio)-5-oxopentyl)malonate 在 过氧化双月桂酰 、 过氧化苯甲酰 作用下， 以 乙酸乙酯 为溶剂， 以53%的产率得到diethyl 2-[(6,8-dichloro-1-methyl-2-oxo-4,5-dihydro-3H-pyrido[4,3-b]azepin-5-yl)methyl]propanedioate
  参考文献：
  名称：

  A flexible radical approach to 5-substituted 4,5-dihydro-3H-pyrido[4,3-b]azepin-2-ones. Some mechanistic observations on the radical cyclisation-aromatisation process

  摘要：

  Variously substituted novel dihydropyridoazepinones have been prepared by an intermolecular radical addition followed by a radical cyclisation on a pyridine ring. The latter process involved the use of a combination of two different peroxides, an experimental contrivance resulting from a careful product analysis and a better understanding of the cyclisation step. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.020
• 作为产物：
  描述：

  4-氨基-2,6-二氯吡啶 在 过氧化双月桂酰 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 乙酸乙酯 、 丙酮 为溶剂， 生成 diethyl 2-(5-((2,6-dichloropyridin-4-yl)(methyl)amino)-2-((ethoxycarbonothioyl)thio)-5-oxopentyl)malonate
  参考文献：
  名称：

  A flexible radical approach to 5-substituted 4,5-dihydro-3H-pyrido[4,3-b]azepin-2-ones. Some mechanistic observations on the radical cyclisation-aromatisation process

  摘要：

  Variously substituted novel dihydropyridoazepinones have been prepared by an intermolecular radical addition followed by a radical cyclisation on a pyridine ring. The latter process involved the use of a combination of two different peroxides, an experimental contrivance resulting from a careful product analysis and a better understanding of the cyclisation step. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.020