8,9-dichlorobenzimidazo[1,2-a]quinoline-10,11-dione | 1448998-66-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8,9-dichlorobenzimidazo[1,2-a]quinoline-10,11-dione
• 英文别名: 8,9-Dichlorobenzimidazolo[1,2-a]quinoline-10,11-dione；8,9-dichlorobenzimidazolo[1,2-a]quinoline-10,11-dione
• CAS: 1448998-66-0
• 化学式: C₁₅H₆Cl₂N₂O₂
• 分子量: 317.131
• InChiKey: LCDFYAMHEZBKID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8,9-dichlorobenzimidazo[1,2-a]quinoline-10,11-dione 在 盐酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 24.5h， 生成 9-chloro-10-hydroxybenzimidazo[1,2-a]quinoline-8,11-dione
  参考文献：
  名称：

  A novel method for the synthesis of benzimidazole-based 1,4-quinone derivatives

  摘要：

  An efficient method for the synthesis of 8-hydroxypyrido[1,2-a]benzimidazole-6,9-dione derivatives is described. This approach provides convenient access to hydroxypyrido[1,2-a]benzimidazole-6,9-dione analogs bearing electron withdrawing or electron donating substituents under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.12.002
• 作为产物：
  描述：

  2-氨基喹啉 、 四氯苯醌 以 乙醇 为溶剂， 反应 5.0h， 以47%的产率得到8,9-dichlorobenzimidazo[1,2-a]quinoline-10,11-dione
  参考文献：
  名称：

  Synthesis of 6,7-dichloropyrido[1,2-a]benzimidazole-8,9-dione and its analogues and their reactions with nucleophiles

  摘要：

  Novel 6,7-dichloropyrido[1,2-a]benzimidazole-8,9-dione derivatives and its analogues were synthesized directly from chloranil and different 2-amino(di)azines without using a catalyst or activation. Further nucleophilic substitution reactions were carried out. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.094

文献信息

• A novel method for the synthesis of benzimidazole-based 1,4-quinone derivatives
  作者：Nelli Batenko、Alisa Kricka、Sergey Belyakov、Baiba Turovska、Raimonds Valters

  DOI：10.1016/j.tetlet.2015.12.002

  日期：2016.1

  An efficient method for the synthesis of 8-hydroxypyrido[1,2-a]benzimidazole-6,9-dione derivatives is described. This approach provides convenient access to hydroxypyrido[1,2-a]benzimidazole-6,9-dione analogs bearing electron withdrawing or electron donating substituents under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.
• Synthesis of 6,7-dichloropyrido[1,2-a]benzimidazole-8,9-dione and its analogues and their reactions with nucleophiles
  作者：Nelli Batenko、Sergey Belyakov、Glebs Kiselovs、Raimonds Valters

  DOI：10.1016/j.tetlet.2013.06.094

  日期：2013.8

  Novel 6,7-dichloropyrido[1,2-a]benzimidazole-8,9-dione derivatives and its analogues were synthesized directly from chloranil and different 2-amino(di)azines without using a catalyst or activation. Further nucleophilic substitution reactions were carried out. (C) 2013 Elsevier Ltd. All rights reserved.