2-{2-(4-bromophenyl)-1H-imidazo[1,2-a]benzimidazol-1-yl}ethanol | 36289-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-{2-(4-bromophenyl)-1H-imidazo[1,2-a]benzimidazol-1-yl}ethanol
• 英文别名: 2-(4-bromophenyl)-1-hydroxyethylimidazo[1,2-a]benzimidazole；2-[2-(4-bromo-phenyl)-benzo[d]imidazo[1,2-a]imidazol-1-yl]-ethanol；2-[2-(4-bromophenyl)-1H-imidazo[1,2-a]benzimidazol-1-yl]ethanol；2-[2-(4-bromophenyl)imidazo[1,2-a]benzimidazol-3-yl]ethanol
• CAS: 36289-27-7
• 化学式: C₁₇H₁₄BrN₃O
• 分子量: 356.222
• InChiKey: IAOHAFMXKWYRRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-bromophenacyl)-2-(2-hydroxyethylamino)benzimidazole 在 盐酸 、 ammonium hydroxide 作用下， 以 水 为溶剂， 反应 25.0h， 以95%的产率得到2-{2-(4-bromophenyl)-1H-imidazo[1,2-a]benzimidazol-1-yl}ethanol
  参考文献：
  名称：

  Research in the field of imidazo[1,2-a]benzimidazole derivatives: XXVII. 1-acylmethyl-2-(ω-hydroxyalkylamino)-benzimidazoles and their transformation into derivatives of tricyclic systems

  摘要：

  1-Acylmethyl-2-(omega-hydroxyalkylamino)benzimidazoles were synthesized and their behavior under various conditions was investigated: at the thermolysis without solvent, at heating in DMF or in 2-aminoethanol, hydrohalic acids, and acetic anhydride, in the presence of chlorinating agents (SOCl(2), POCl(3)). Depending on the reaction conditions derivatives were obtained of 1H-imidazo[1,2-a]-benzimidazole, 9H-2,3-dihydroimidazo[1,2-a]benzimidazole, and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]-benzimidazole that were suitable synthons for the synthesis of functionally substituted derivatives of these tricyclic systems.

  DOI：

  10.1134/s1070428010020223

文献信息

• 1-Acylmethylbenzimidazole-2-sulfonic acids and their cyclization by N-nucleophiles
  作者：T. A. Kuz’menko、L. N. Divaeva、A. S. Morkovnik、V. A. Anisimova、G. S. Borodkin、V. V. Kuz’menko

  DOI：10.1134/s1070428014050169

  日期：2014.5

  New preparation method was developed for derivatives of 1,4-dihydro-1,2,4-triazino[4,3-a]-, 2-aryl-1(9)H-, and 1-R-imidazo[1,2-a]benzimidazole underlain by newly synthesized 1-acylmethylbenzimidazole-2-sulfonic acids. The latter react with 2-aminoethanol affording along with the previously described compounds of the 1-(2-hydroxyethyl)imidazobenzimidazole series also compounds of formerly unknown polycyclic system, 2,3,11,12-tetrahydro-1,3-oxazolo[2,3-a]imidazo[1,2-a]benzimidazole.