1-[2-oxo-2-(4-fluorophenyl)ethyl]benzimidazole-2-sulfonic acid | 1616251-33-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[2-oxo-2-(4-fluorophenyl)ethyl]benzimidazole-2-sulfonic acid
• 英文别名: 1-[2-(4-fluorophenyl)-2-oxoethyl]benzimidazole-2-sulfonic acid
• CAS: 1616251-33-2
• 化学式: C₁₅H₁₁FN₂O₄S
• 分子量: 334.328
• InChiKey: NAENEEGGQLBAAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  97.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[2-oxo-2-(4-fluorophenyl)ethyl]benzimidazole-2-sulfonic acid 在 ammonium acetate 作用下， 反应 1.0h， 以75%的产率得到2-(4-fluorophenyl)-1(9)-imidazo[1,2-a]benzimidazole
  参考文献：
  名称：

  1-Acylmethylbenzimidazole-2-sulfonic acids and their cyclization by N-nucleophiles

  摘要：

  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.

  DOI：

  10.1134/s1070428014050169
• 作为产物：
  描述：

  1H-苯并咪唑-2-磺酸 在 potassium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1-[2-oxo-2-(4-fluorophenyl)ethyl]benzimidazole-2-sulfonic acid
  参考文献：
  名称：

  1-Acylmethylbenzimidazole-2-sulfonic acids and their cyclization by N-nucleophiles

  摘要：

  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.

  DOI：

  10.1134/s1070428014050169