3-chloro-6-oxo-5-tolyl-2,5-diazabicyclo<2.2.2>oct-2-enyl thiocyanate | 138610-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-chloro-6-oxo-5-tolyl-2,5-diazabicyclo<2.2.2>oct-2-enyl thiocyanate
• 英文别名: [3-chloro-5-(4-methylphenyl)-6-oxo-2,5-diazabicyclo[2.2.2]oct-2-en-1-yl] thiocyanate
• CAS: 138610-81-8
• 化学式: C₁₄H₁₂ClN₃OS
• 分子量: 305.788
• InChiKey: XCMRLDDSHHQGDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.05
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  56.46
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-chloro-6-oxo-5-tolyl-2,5-diazabicyclo<2.2.2>oct-2-enyl thiocyanate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以82%的产率得到3,6-dioxo-5-tolyl-2,5-diazabicyclo<2.2.2>octan-1-yl thiocyanante
  参考文献：
  名称：

  Cycloadducts of ethene with 2(1H)-pyrazinones and their conversion into 2,5-diazabicyclo[2.2.2]octane-3,6-diones.

  摘要：

  Cycloaddition of variously substituted 2(1H)-pyrazinones with ethene and subsequent hydrolysis of the adducts 2 provides a general and efficient route to the title compounds 3. Compound 3m was used as a building block for a structural analogue of gliotoxin.

  DOI：

  10.1016/s0040-4020(01)96214-3
• 作为产物：
  描述：

  3,5-dichloro-1-tolyl-2(1H)-pyrazinone 以 丙酮 、 甲苯 为溶剂， 110.0 ℃ 、2.53 MPa 条件下， 反应 20.0h， 生成 3-chloro-6-oxo-5-tolyl-2,5-diazabicyclo<2.2.2>oct-2-enyl thiocyanate
  参考文献：
  名称：

  Cycloadducts of ethene with 2(1H)-pyrazinones and their conversion into 2,5-diazabicyclo[2.2.2]octane-3,6-diones.

  摘要：

  Cycloaddition of variously substituted 2(1H)-pyrazinones with ethene and subsequent hydrolysis of the adducts 2 provides a general and efficient route to the title compounds 3. Compound 3m was used as a building block for a structural analogue of gliotoxin.

  DOI：

  10.1016/s0040-4020(01)96214-3