4-(4-methylphenyl)-3-phenyl-1H-1,2-benzodiazepine | 1260104-40-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 4-(4-methylphenyl)-3-phenyl-1H-1,2-benzodiazepine
• CAS: 1260104-40-2
• 化学式: C₂₂H₁₈N₂
• 分子量: 310.398
• InChiKey: YJAGSEQZJXNFTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.37
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  trans-4-phenyl-3-[2-[2-(4-methylphenyl)ethenyl]phenyl]sydnone 以 苯 为溶剂， 反应 0.33h， 以67%的产率得到4-(4-methylphenyl)-3-phenyl-1H-1,2-benzodiazepine
  参考文献：
  名称：

  Synthesis and photochemistry of 3-(o-stilbeneyl)-4-H/Me/Ph-sydnones; intramolecular cyclization to 1,2-benzodiazepines and/or quinolines

  摘要：

  Stilbeneylsydnone derivatives were synthesized by a sequence of reactions in good yields. Irradiation of 3-stilbeneyl-4-methylsydnone 4 gives 1H-1,2-benzodiazepine derivative 7 as the main product along with 2-methylquinoline derivative 20. Irradiation of 3-stilbeneyl-4-phenylsydnone 5 afforded only 1H-1,2-benzodiazepine derivative 8 whereas on irradiation of 4-unsubstituted 3-stilbeneylsydnone 3 no benzodiazepine derivative was detected. An efficient novel photochemical approach to 1H-1,2-benzo-diazepines has been found from the new 3-(o-stilbeneyl)-4-substituted-sydnones via intramolecular 1,7-electrocyclization reaction of the photogenerated nitrile imines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.10.013