S¹-{[1-benzyl-3-chloro-1,6-dihydro-5-(ethylsulfanyl)-6-oxo-2-pyrazinyl]methyl}ethanethioate | 658071-60-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: S¹-{[1-benzyl-3-chloro-1,6-dihydro-5-(ethylsulfanyl)-6-oxo-2-pyrazinyl]methyl}ethanethioate
• 英文别名: S-[(1-benzyl-3-chloro-5-ethylsulfanyl-6-oxopyrazin-2-yl)methyl] ethanethioate
• CAS: 658071-60-4
• 化学式: C₁₆H₁₇ClN₂O₂S₂
• 分子量: 368.908
• InChiKey: OJAGGQMTUVVOBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  100
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S¹-{[1-benzyl-3-chloro-1,6-dihydro-5-(ethylsulfanyl)-6-oxo-2-pyrazinyl]methyl}ethanethioate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.5h， 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
• 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) 、 三乙胺 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 1.0h， 生成 S¹-{[1-benzyl-3-chloro-1,6-dihydro-5-(ethylsulfanyl)-6-oxo-2-pyrazinyl]methyl}ethanethioate
  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

文献信息

• Generation of 5,6-dimethylene-2(1H)-pyridinones from [3,4-b] sulfolene pyridinones and application in Diels–Alder reactions
  作者：Tom C Govaerts、Ilse A Vogels、Frans Compernolle、Georges J Hoornaert

  DOI：10.1016/j.tet.2003.11.005

  日期：2004.1

  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.