1,6-bis(4-oxo-1,3-diphenylimidazo[1,5-a]quinoxalin-5-yl)hexane | 1123811-95-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,6-bis(4-oxo-1,3-diphenylimidazo[1,5-a]quinoxalin-5-yl)hexane
• 英文别名: 1,6-bis(1,3-diphenylimidazo[1,5-a]quinoxalin-4-on-5-yl)hexane；1,6-Bis(4-oxo-1,3-diphenylimidazo[1,5-a]-quinoxalin-5-yl)hexane；5-[6-(4-oxo-1,3-diphenylimidazo[1,5-a]quinoxalin-5-yl)hexyl]-1,3-diphenylimidazo[1,5-a]quinoxalin-4-one
• CAS: 1123811-95-9
• 化学式: C₅₀H₄₀N₆O₂
• 分子量: 756.907
• InChiKey: ZPWXPLZYALZPNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  58
• 可旋转键数：
  11
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  1,1'-(Hexane-1,6-diyl)bis[3-benzoylquinoxalin-2(1h)-one] 、 苄胺 以 二甲基亚砜 为溶剂， 反应 8.0h， 以77%的产率得到1,6-bis(4-oxo-1,3-diphenylimidazo[1,5-a]quinoxalin-5-yl)hexane
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1134/s1070428008050187

文献信息

• An efficient method for the synthesis of imidazo[1,5-a]quinoxalines from 3-acylquinoxalinones and benzylamines via a novel imidazoannulation
  作者：Vakhid A. Mamedov、Aleksey A. Kalinin、Alsu A. Balandina、Il'dar Kh. Rizvanov、Shamil K. Latypov

  DOI：10.1016/j.tet.2009.08.081

  日期：2009.11

  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.