1-benzyl-5-chloro-3-(ethylsulfanyl)-6-[(2-propynylsulfanyl)methyl]-2(1H)-pyrazinone | 658071-62-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-benzyl-5-chloro-3-(ethylsulfanyl)-6-[(2-propynylsulfanyl)methyl]-2(1H)-pyrazinone
• 英文别名: Filuobaitsdpdl-uhfffaoysa-；1-benzyl-5-chloro-3-ethylsulfanyl-6-(prop-2-ynylsulfanylmethyl)pyrazin-2-one
• CAS: 658071-62-6
• 化学式: C₁₇H₁₇ClN₂OS₂
• 分子量: 364.92
• InChiKey: FILUOBAITSDPDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  83.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-benzyl-5-chloro-3-(ethylsulfanyl)-6-[(2-propynylsulfanyl)methyl]-2(1H)-pyrazinone 以 甲苯 为溶剂， 以93%的产率得到1-benzyl-3-(ethylsulfanyl)-5,7-dihydrothieno[3,4-b]pyridin-2(1H)-one
  参考文献：
  名称：

  Generation of 5,6-dimethylene-2(1H)-pyridinones from [3,4-b] sulfolene pyridinones and application in Diels–Alder reactions

  摘要：

  2(1H)-Pyrazinones were converted into various [3,4-b] sulfolene pyridinones 19-21, serving as precursors for thermolytic conversion into the corresponding 5,6-dimethylene 2(1 H)-pyridinone ortho-quinodimethanes. These were trapped in situ by reaction with various dienophiles. Tethering of precursor 19 with a dienophilic side chain attached to the 7-position of the [3,4-b] sulfolene pyridinone also enabled intramolecular cycloaddition when no rearrangement by 1,5-H-shift was viable. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.005
• 作为产物：
  描述：

  1-benzyl-3,5-dichloro-6-methylpyrazin-2(1H)-one 在 N-溴代丁二酰亚胺(NBS) 、 sodium methylate 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 为溶剂， 反应 4.5h， 生成 1-benzyl-5-chloro-3-(ethylsulfanyl)-6-[(2-propynylsulfanyl)methyl]-2(1H)-pyrazinone
  参考文献：
  名称：

  Generation of 5,6-dimethylene-2(1H)-pyridinones from [3,4-b] sulfolene pyridinones and application in Diels–Alder reactions

  摘要：

  2(1H)-Pyrazinones were converted into various [3,4-b] sulfolene pyridinones 19-21, serving as precursors for thermolytic conversion into the corresponding 5,6-dimethylene 2(1 H)-pyridinone ortho-quinodimethanes. These were trapped in situ by reaction with various dienophiles. Tethering of precursor 19 with a dienophilic side chain attached to the 7-position of the [3,4-b] sulfolene pyridinone also enabled intramolecular cycloaddition when no rearrangement by 1,5-H-shift was viable. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.11.005

表征谱图