1-(sec-butyl)-3-phenylimidazo[1,5-a]quinoxalin-4(5H)-one

• 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-(sec-butyl)-3-phenylimidazo[1,5-a]quinoxalin-4(5H)-one
• 英文别名: 1-butan-2-yl-3-phenyl-5H-imidazo[1,5-a]quinoxalin-4-one
• 化学式: C₂₀H₁₉N₃O
• 分子量: 317.39
• InChiKey: FKCXNDKYIINQLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  L-异亮氨酸 、 3-benzoylquinoxalin-2(1H)-one 在 sodium acetate 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以66%的产率得到1-(sec-butyl)-3-phenylimidazo[1,5-a]quinoxalin-4(5H)-one
  参考文献：
  名称：

  A short and efficient protocol for the synthesis of imidazo[1,5- a ]quinoxalin-4-ones from 3-aroylquinoxalinones and compounds with the aminomethylene moiety

  摘要：

  The reaction of 3-aroylquinoxalin-2(1H)-ones with alpha-amino acids and their derivatives, amines with various alkyl groups, amino alcohols with alkylene groups of various length, N-(3-aminopropyl)morpholine and 1,6-diaminohexane in DMSO at 150 degrees C proceeds through the oxidative cyclocondensation and makes it possible to synthesize substituted imidazo[1,5-a]quinoxalines. Depending on the compound with the aminomethylene fragment used the reaction allows to introduction of any given substituent into position 1. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.11.017

文献信息

• A short and efficient protocol for the synthesis of imidazo[1,5- a ]quinoxalin-4-ones from 3-aroylquinoxalinones and compounds with the aminomethylene moiety
  作者：Vakhid A. Mamedov、Aleksey A. Kalinin、Nataliya A. Zhukova、Victor V. Syakaev、Il'dar Kh. Rizvanov、Shamil K. Latypov、Oleg G. Sinyashin

  DOI：10.1016/j.tet.2014.11.017

  日期：2015.1

  The reaction of 3-aroylquinoxalin-2(1H)-ones with alpha-amino acids and their derivatives, amines with various alkyl groups, amino alcohols with alkylene groups of various length, N-(3-aminopropyl)morpholine and 1,6-diaminohexane in DMSO at 150 degrees C proceeds through the oxidative cyclocondensation and makes it possible to synthesize substituted imidazo[1,5-a]quinoxalines. Depending on the compound with the aminomethylene fragment used the reaction allows to introduction of any given substituent into position 1. (C) 2014 Elsevier Ltd. All rights reserved.