1,3-bis(5-ethyl-4-oxo-3-phenylimidazo[1,5-a]quinoxalin-1-yl)benzene | 1123812-13-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,3-bis(5-ethyl-4-oxo-3-phenylimidazo[1,5-a]quinoxalin-1-yl)benzene
• 英文别名: 1,3-bis(5-ethyl-3-phenylimidazo[1,5-a]quinoxalin-4-on-1-yl)-benzene；1,3-Bis(5-ethyl-4-oxo-3-phenylimidazo[1,5-a]-quinoxalin-1-yl)benzene；5-ethyl-1-[3-(5-ethyl-4-oxo-3-phenylimidazo[1,5-a]quinoxalin-1-yl)phenyl]-3-phenylimidazo[1,5-a]quinoxalin-4-one
• CAS: 1123812-13-4
• 化学式: C₄₂H₃₂N₆O₂
• 分子量: 652.755
• InChiKey: POGKQZXJZWUQEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  50
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  76.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  间苯二甲胺 、 3-benzoyl-1-ethylquinoxalin-2(1H)-one 以 二甲基亚砜 为溶剂， 以43%的产率得到1,3-bis(5-ethyl-4-oxo-3-phenylimidazo[1,5-a]quinoxalin-1-yl)benzene
  参考文献：
  名称：

  An efficient method for the synthesis of imidazo[1,5-a]quinoxalines from 3-acylquinoxalinones and benzylamines via a novel imidazoannulation

  摘要：

  The reaction of 3-aroylquinoxalin-2(1H)-ones and their N-alkyl analogues with benzylamines in DMSO proceeds through an intermediate formation of N-(alpha-quinoxalinylbenzylydene)benzylamine, which when subjected to oxidative cyclocondensation gives imidazo[1,5-a]quinoxalines. Applying this new approach of imidazoannullation to the bis-3-aroylquinoxalines makes it possible to develop fundamentally new methods of the synthesis of bis-imidazo[1,5-a]quinoxalines with the use of different benzylamines and heteromacrocycles with the 1,3-bis(3-arylimidazo[1,5-a]quinoxalin-1-yl)benzene structural fragment when m-xylylenediamine is used. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.08.081

文献信息

• Polyfused nitrogen heterocycles: XIX. Oxidative imidazo-fusion of 3-benzoylquinoxalin-2-ones with benzylamines in the synthesis of bis(imidazo[1,5-a]quinoxalin-1- and -5-yl) derivatives
  作者：A. A. Kalinin、V. A. Mamedov

  DOI：10.1134/s1070428008050187

  日期：2008.5

  Oxidative cyclocondensation of bis(3-benzoylquinoxalin-1-yl)alkanes and oxaalkanes with benzylamine and 3-benzoylquinoxalinones with m-xylylenediamine proceeded with the formation of bis-(imidazo[1,5-a]quinoxalinyl) derivatives where the hetaryl fragments were linked by a spacer both through the imidazole and quinoxaline fragments.