1,7-diisopropyl-2-thioxo-2,3-dihydro-1H-imidazo[4,5-g]quinoxalin-6(5H)-one | 1373933-74-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 1,7-diisopropyl-2-thioxo-2,3-dihydro-1H-imidazo[4,5-g]quinoxalin-6(5H)-one
• CAS: 1373933-74-4
• 化学式: C₁₅H₁₈N₄OS
• 分子量: 302.4
• InChiKey: DFGPBUCKMZHZQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66.47
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,7-diisopropyl-2-thioxo-2,3-dihydro-1H-imidazo[4,5-g]quinoxalin-6(5H)-one 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以73%的产率得到(E)-2-(3,7-dimethylocta-2,6-dienylthio)-1,7-diisopropyl-1H-imidazo[4,5-g]quinoxalin-6(5H)-one
  参考文献：
  名称：

  Traceless polymer-supported divergent synthesis of quinoxalinones by microwave irradiation

  摘要：

  A novel protocol for rapid assemble of quinoxalinones framework has been demonstrated. This method incorporated with soluble polymer support provides a convenient approach for diversification of heterocyclic compounds and for easy purification via facile precipitation from reaction matrix. The key transformation of this study involves in situ reduction of aromatic nitro compound, tandem lactamization concomitant with traceless cleavage of the polymer support under microwave irradiation in a one-pot fashion. Moreover, forward synthetic routes were introduced to maximize complexity of the master intermediate on which further chemical elaboration was applied. The strategy is envisaged to apply for establishment of drug-like small-molecule libraries for high-throughput screening. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.015
• 作为产物：
  描述：

  7-amino-3-(propan-2-yl)-6-(propan-2-ylamino)quinoxalin-2(1H)-one 、 N,N'-硫羰基二咪唑 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以72%的产率得到1,7-diisopropyl-2-thioxo-2,3-dihydro-1H-imidazo[4,5-g]quinoxalin-6(5H)-one
  参考文献：
  名称：

  Traceless polymer-supported divergent synthesis of quinoxalinones by microwave irradiation

  摘要：

  A novel protocol for rapid assemble of quinoxalinones framework has been demonstrated. This method incorporated with soluble polymer support provides a convenient approach for diversification of heterocyclic compounds and for easy purification via facile precipitation from reaction matrix. The key transformation of this study involves in situ reduction of aromatic nitro compound, tandem lactamization concomitant with traceless cleavage of the polymer support under microwave irradiation in a one-pot fashion. Moreover, forward synthetic routes were introduced to maximize complexity of the master intermediate on which further chemical elaboration was applied. The strategy is envisaged to apply for establishment of drug-like small-molecule libraries for high-throughput screening. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.015