9-allyl-2-(tert-butyl)imidazo[1,2-a]benzimidazole hydrochloride | 1217006-70-6

• 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: 9-allyl-2-(tert-butyl)imidazo[1,2-a]benzimidazole hydrochloride
• 英文别名: 9-Allyl-2-t-butylimidazo[1,2-a]benzimidazole hydrochloride；2-tert-butyl-4-prop-2-enylimidazo[1,2-a]benzimidazole;hydrochloride
• CAS: 1217006-70-6
• 化学式: C₁₆H₁₉N₃*ClH
• 分子量: 289.808
• InChiKey: NQRQAUZBMKCYAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  24.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-溴频哪酮 在 氨 作用下， 以 水 、 丙酮 为溶剂， 反应 3.0h， 生成 9-allyl-2-(tert-butyl)imidazo[1,2-a]benzimidazole hydrochloride
  参考文献：
  名称：

  Imidazo[1,2-a]benzimidazole derivatives: XXIX. 1-allyl-2-amino-3-acylmethylbenzimidazolium halides and syntheses on their base

  摘要：

  Cyclization of 1-allyl-2-amino-3-acylmethylbenzimidazolium halides under alkaline conditions gave 9-allyl-substituted imidazo[1,2-a]benzimidazoles. Cyclization of the same compounds on heating in concentrated hydrobromic acid was accompanied by addition of hydrogen bromide at the exocyclic double bond. Competing cyclizations with participation of the 1-(2-bromopropyl) and 3-acylmethyl substituents in 2-imino-2,3-dihydro-1H-benzimidazole were studied. Functionalization of the imidazo[1,2-a]benzimidazole system was performed via introduction of substituents into the 3-position and replacement of bromine in the 2-bromopropyl group in the 9-position.

  DOI：

  10.1134/s1070428011090168

文献信息

• Imidazo[1,2-a]benzimidazole derivatives: XXIX. 1-allyl-2-amino-3-acylmethylbenzimidazolium halides and syntheses on their base
  作者：V. A. Anisimova、I. E. Tolpygin

  DOI：10.1134/s1070428011090168

  日期：2011.9

  Cyclization of 1-allyl-2-amino-3-acylmethylbenzimidazolium halides under alkaline conditions gave 9-allyl-substituted imidazo[1,2-a]benzimidazoles. Cyclization of the same compounds on heating in concentrated hydrobromic acid was accompanied by addition of hydrogen bromide at the exocyclic double bond. Competing cyclizations with participation of the 1-(2-bromopropyl) and 3-acylmethyl substituents in 2-imino-2,3-dihydro-1H-benzimidazole were studied. Functionalization of the imidazo[1,2-a]benzimidazole system was performed via introduction of substituents into the 3-position and replacement of bromine in the 2-bromopropyl group in the 9-position.