6-(N,N-diethylamino)-7-chloropyrimido[1,2-a]benzimidazole-8,9-dione | 1448998-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并[1，2-a]嘧啶
• 英文名称: 6-(N,N-diethylamino)-7-chloropyrimido[1,2-a]benzimidazole-8,9-dione
• 英文别名: 8-Chloro-9-(diethylamino)pyrimido[1,2-a]benzimidazole-6,7-dione；8-chloro-9-(diethylamino)pyrimido[1,2-a]benzimidazole-6,7-dione
• CAS: 1448998-73-9
• 化学式: C₁₄H₁₃ClN₄O₂
• 分子量: 304.736
• InChiKey: PTZKSLZZEPOWGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  67.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(N,N-diethylamino)-7-chloropyrimido[1,2-a]benzimidazole-8,9-dione 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以60%的产率得到7-chloro-8-hydroxypyrimido[1,2-a]benzimidazole-6,9-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：

  四氯苯醌 以 二氯甲烷 、 异丙醇 为溶剂， 反应 14.5h， 生成 6-(N,N-diethylamino)-7-chloropyrimido[1,2-a]benzimidazole-8,9-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.