1,4-bis(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole | 256331-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,4-bis(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole
• 英文别名: 1,4-bis(4-chlorophenyl)-N,N-dimethylimidazol-2-amine
• CAS: 256331-94-9
• 化学式: C₁₇H₁₅Cl₂N₃
• 分子量: 332.232
• InChiKey: AJOSMCPYHRQYKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  21.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-bis(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole 在 三乙胺 、 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 2-[1,4-bis(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole-5-yl]ethene-1,1-dicarbonitrile
  参考文献：
  名称：

  A Simple Route to NewN(3)-Substituted 5-Aryl-2-(dialkylamino)-1,3-oxazolium Salts andN(1)-Substituted 4-Aryl-2-(dialkylamino)-1H-imidazoles

  摘要：

  In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12, a general and simple route to heretofore unknown 5-aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl-substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)-1,3-oxazoles 14, the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)(2)SO2. The new oxazolium salts 13 were converted to 1-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH4OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AMI calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13.

  DOI：

  10.1002/(sici)1522-2675(19991110)82:11<1981::aid-hlca1981>3.0.co;2-t
• 作为产物：
  描述：

  2-(4-氯苯胺基)-1-(4-氯苯基)乙酮 在 高氯酸 、 ammonium acetate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 4.0h， 生成 1,4-bis(4-chlorophenyl)-2-(dimethylamino)-1H-imidazole
  参考文献：
  名称：

  A Simple Route to NewN(3)-Substituted 5-Aryl-2-(dialkylamino)-1,3-oxazolium Salts andN(1)-Substituted 4-Aryl-2-(dialkylamino)-1H-imidazoles

  摘要：

  In the reaction of N,N-dialkyl-dichloromethaniminium chlorides 11 with 2-aminoacetophenones 12, a general and simple route to heretofore unknown 5-aryl-substituted 2-(dialkylamino)-1,3-oxazolium salts 13 and 5-aryl-substituted 2-(dialkylamino)oxazoles 14 was found. From the 2-(dialkylamino)-1,3-oxazoles 14, the corresponding oxazolium salts 13 were obtained after alkylation with (MeO)(2)SO2. The new oxazolium salts 13 were converted to 1-substituted 4-aryl-2-(dialkylamino)-1H-imidazoles 9 by treatment with NH4OAc. The possible use of these 1H-imidazoles as dye educts was explored. Analytical data, as well as AMI calculations, reveal some remarkable differences between the structures of the neutral imidazoles 9 and their positively charged oxazolium precursors 13.

  DOI：

  10.1002/(sici)1522-2675(19991110)82:11<1981::aid-hlca1981>3.0.co;2-t