8-chloro-1,3-dimethylpyrimido[1,2-a]benzimidazole | 172368-59-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 8-chloro-1,3-dimethylpyrimido[1,2-a]benzimidazole
• 英文别名: 7-chloro-2,4-dimethylpyrimido[1,2-a]benzimidazole
• CAS: 172368-59-1
• 化学式: C₁₂H₁₀ClN₃
• 分子量: 231.685
• InChiKey: UDRJFHGWDRLWCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  16.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  30.19
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  8-chloro-1,3-dimethylpyrimido[1,2-a]benzimidazole 在 乙酸酐 作用下， 以 吡啶 为溶剂， 反应 6.67h， 生成 6,7,8,9-tetrafluoro-1-{3-(6,7,8,9-tetrafluoro-5-ethyl-3-methylpyrimido[1,2-a]benzimidazol-1-ylidene)-1-propenyl}-5-ethyl-1,3-dimethylpyrimido[1,2-a]benzimidazolium tosylate
  参考文献：
  名称：

  摘要：

  Photocyclization of 2-(pentafluoroanilino)-, 2-(4-chloro-2-iodoanilino)-, and 2-(2-chloro-4-iodoanitino)-4,6-dimethylpyrimidines, as well as 2-(2-chloro-3-methylanilino)pyridine was used to prepare condensed azinobenzimidazoles, including previously unknown 8-chloro-1,3-dimethylpyrimido[1,2-a]benzimidazole and 9-methylpyrido[1,2-a]benzimidazole. With isomeric chloroiodoanilinopyrimidines as example it was shown that the iodine atom affects photocyclization direction. Quaternization of 6,7,8,9-tetrafluoro-1,3-dimethylpyrimido [ 1,2-a]benzimidazole, 8-chloro-1,3-dimethylpyrimido[1,2-a]benzimidazole, and 9-methylpyrido[1,2-a]benzimidazole with alkylating agents and C-H activity of alkyl groups in the quaternary salts in reactions with orthoformic ester were studied.

  DOI：

  10.1023/a:1015420423421
• 作为产物：
  描述：

  2-氯-4,6-二甲基嘧啶 以 phosphate buffer 、 叔丁醇 为溶剂， 反应 10.0h， 生成 8-chloro-1,3-dimethylpyrimido[1,2-a]benzimidazole
  参考文献：
  名称：

  摘要：

  Photocyclization of 2-(pentafluoroanilino)-, 2-(4-chloro-2-iodoanilino)-, and 2-(2-chloro-4-iodoanitino)-4,6-dimethylpyrimidines, as well as 2-(2-chloro-3-methylanilino)pyridine was used to prepare condensed azinobenzimidazoles, including previously unknown 8-chloro-1,3-dimethylpyrimido[1,2-a]benzimidazole and 9-methylpyrido[1,2-a]benzimidazole. With isomeric chloroiodoanilinopyrimidines as example it was shown that the iodine atom affects photocyclization direction. Quaternization of 6,7,8,9-tetrafluoro-1,3-dimethylpyrimido [ 1,2-a]benzimidazole, 8-chloro-1,3-dimethylpyrimido[1,2-a]benzimidazole, and 9-methylpyrido[1,2-a]benzimidazole with alkylating agents and C-H activity of alkyl groups in the quaternary salts in reactions with orthoformic ester were studied.

  DOI：

  10.1023/a:1015420423421