7-(4-bromophenyl)-1,6-diazabicyclo[4.1.0]heptane | 645413-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-(4-bromophenyl)-1,6-diazabicyclo[4.1.0]heptane
• CAS: 645413-63-4
• 化学式: C₁₁H₁₃BrN₂
• 分子量: 253.142
• InChiKey: FCYJYECNVJKKLG-UHFFFAOYSA-N

物化性质

• 沸点：
  313.2±52.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2,6-二甲基苯基)-1H-吡咯-2,5-二酮 、 7-(4-bromophenyl)-1,6-diazabicyclo[4.1.0]heptane 以 对二甲苯 为溶剂， 反应 1.0h， 以73%的产率得到10-(4-bromophenyl)-2-(2,6-dimethylphenyl)hexahydropyrrolo[3',4':3,4]pyrazolo[1,2-a]pyridazine-1,3(2H,3aH)-dione
  参考文献：
  名称：

  Thermal transformations of 7-aryl-1,6-diazabicyclo[4.10]heptanes and 6,13-diarylperhydrodipyridazino-[1,2-a: 1′,2′-d]-1,2,4,5-tetrazines

  摘要：

  The thermolysis of 7-aryl-1,6-diazabicyclo[4.1.0]heptanes in the absence of 1,3-dipolarophiles leads to dimers of the initially formed azomethineimines, namely, 6,13-diaryloctahydrodipyridazino[1,2-a:1',2'd]-1,2,4,5-tetrazines The thermolysis of such diaziridines in the presence of N-arylmaleimides leads predominantly to the trans cycloaddition adducts. The trans adducts are the only products of the thermolysis in the presence of 2,6-disubstituted N-phenylmaleimides. The cis adducts predominated in the thermolysis of 6,13-diaryloctahydrodipyridazino[1,2-a:1',2'-d]-1,2,4,5-tetrazines in the presence of N-arylmaleimides without substituents in the ortho position of the benzene ring.

  DOI：

  10.1007/s10593-008-0120-7
• 作为产物：
  描述：

  对溴苯甲醛 、 1,4-Butanediamine, N-chloro- 以 氯仿 为溶剂， 反应 24.0h， 生成 7-(4-bromophenyl)-1,6-diazabicyclo[4.1.0]heptane
  参考文献：
  名称：

  摘要：

  A new method was developed for the synthesis of 6-substituted 1,5-diazabicyclo[3.1.0]hexanes and 7-substituted 1,6-diazabicyclo[4.1.0]heptanes by condensation of N-monohalotrimethylene- and N-monohalotetramethylenediamines with carbonyl compounds in the presence of bases. X-ray diffraction studies and quantum-chemical B3LYP/6-31G* calculations demonstrated that the conformations of the resulting bicyclic systems are stabilized by stereoelectronic interactions. As a result, a boat conformation prevails in 1,5-diazabicyclo[3. 1.0]hexanes, whereas the energies of chair, half-chair, and boat conformations of 1,6-diazabicyclo[4.1.0]heptanes are equalized.

  DOI：

  10.1023/a:1023962907733