N-(o,p-dimethylphenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide | 847225-17-6

• 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: N-(o,p-dimethylphenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide
• 英文别名: (1R,2S,6R,7S)-4-(2,4-dimethylphenyl)-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
• CAS: 847225-17-6
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: MUUAYTPZVIJROC-CUFDPUGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-nitrobenzenesulfonyl azide 、 N-(o,p-dimethylphenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide 以 氯仿 为溶剂， 以72%的产率得到8-(o,p-dimethylphenyl)-3-p-nitrophenylsulfonyl-3,8-diazatricyclo[5.3.1.0^2,4-exo.0^6,10-endo]undecane-7,9-dione
  参考文献：
  名称：

  双环[2.2.1]庚-5-烯-2,3-二芳基酰亚胺与芳族叠氮化物的反应

  摘要：

  Reactions of N-substituted bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximides with o- and p-nitrophenyl azides, as well as with p-nitrophenylsulfonyl azide and p-toluenesulfonyl azide, afforded the corresponding substituted dihydrotriazole (from aryl azides) and arylsulfonylaziridine derivatives (from sulfonyl azides). The exo orientation of the nitrogen-containing cyclic fragments (in keeping with the Alder rule) and endo orientation of the imide ring were confirmed by analysis of the IR and H-1 and C-13 NMR spectra. The molecular structure of one of the products was examined by X-ray analysis.

  DOI：

  10.1023/b:rujo.0000045191.12939.47
• 作为产物：
  描述：

  2,4-二甲基苯胺 以 溶剂黄146 、 苯 为溶剂， 生成 N-(o,p-dimethylphenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide
  参考文献：
  名称：

  双环[2.2.1]庚-5-烯-2,3-二芳基酰亚胺与芳族叠氮化物的反应

  摘要：

  Reactions of N-substituted bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximides with o- and p-nitrophenyl azides, as well as with p-nitrophenylsulfonyl azide and p-toluenesulfonyl azide, afforded the corresponding substituted dihydrotriazole (from aryl azides) and arylsulfonylaziridine derivatives (from sulfonyl azides). The exo orientation of the nitrogen-containing cyclic fragments (in keeping with the Alder rule) and endo orientation of the imide ring were confirmed by analysis of the IR and H-1 and C-13 NMR spectra. The molecular structure of one of the products was examined by X-ray analysis.

  DOI：

  10.1023/b:rujo.0000045191.12939.47

文献信息

• Reactions of Bicyclo[2.2.1]hept-5-ene-2,3-dicarboximides with Aromatic Azides
  作者：I. N. Tarabara、A. O. Kas'yan、M. Yu. Yarovoi、S. V. Shishkina、O. V. Shishkin、L. I. Kas'yan

  DOI：10.1023/b:rujo.0000045191.12939.47

  日期：2004.7

  Reactions of N-substituted bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximides with o- and p-nitrophenyl azides, as well as with p-nitrophenylsulfonyl azide and p-toluenesulfonyl azide, afforded the corresponding substituted dihydrotriazole (from aryl azides) and arylsulfonylaziridine derivatives (from sulfonyl azides). The exo orientation of the nitrogen-containing cyclic fragments (in keeping with the Alder rule) and endo orientation of the imide ring were confirmed by analysis of the IR and H-1 and C-13 NMR spectra. The molecular structure of one of the products was examined by X-ray analysis.