2-[(5,6-difluoro-1H-benzimidazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone | 352215-09-9

• 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: 2-[(5,6-difluoro-1H-benzimidazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone
• CAS: 352215-09-9
• 化学式: C₁₃H₈F₂N₂OS₂
• 分子量: 310.348
• InChiKey: KYYCLPZLFKYQPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  99.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(5,6-difluoro-1H-benzimidazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone 在 吡啶 作用下， 反应 3.0h， 生成 (6,7-Difluoro-1-methyl-[1,3]thiazolo[3,2-a]benzimidazol-2-yl)-thiophen-2-ylmethanone
  参考文献：
  名称：

  摘要：

  2-Mercapto-5,6-difluorobenzimidazole reacts with aliphatic and alicyclic ketones in acetic acid in the presence of catalytic amount of sulfuric acid to afford fluorinated derivatives of 2,3-disubstituted benz[4,5]imidazo[2,1-b][1,3]thiazoles. Reaction with aromatic alpha -haloketones Occurs in another way: to furnish 2-phenylacylthio-5,6-difluorobenzimidazoles that in the system acetic anhydride-pyridine undergo cyclization into the corresponding fluorinated derivatives of benz[4,5]imidazo[2,1-b][1,3]thiazoles.

  DOI：

  10.1023/a:1012446305955
• 作为产物：
  描述：

  4,5-二氟-2-硝基苯胺 在 Ni-Ra 氢气 、 三乙胺 作用下， 以 乙醇 为溶剂， 18.0~70.0 ℃ 、324.24 kPa 条件下， 反应 11.0h， 生成 2-[(5,6-difluoro-1H-benzimidazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone
  参考文献：
  名称：

  摘要：

  2-Mercapto-5,6-difluorobenzimidazole reacts with aliphatic and alicyclic ketones in acetic acid in the presence of catalytic amount of sulfuric acid to afford fluorinated derivatives of 2,3-disubstituted benz[4,5]imidazo[2,1-b][1,3]thiazoles. Reaction with aromatic alpha -haloketones Occurs in another way: to furnish 2-phenylacylthio-5,6-difluorobenzimidazoles that in the system acetic anhydride-pyridine undergo cyclization into the corresponding fluorinated derivatives of benz[4,5]imidazo[2,1-b][1,3]thiazoles.

  DOI：

  10.1023/a:1012446305955

文献信息

• ——
  作者：S. K. Kotovskaya、N. M. Perova、Z. M. Baskakova、S. A. Romanova、V. N. Charushin、O. N. Chupakhin

  DOI：10.1023/a:1012446305955

  日期：——

  2-Mercapto-5,6-difluorobenzimidazole reacts with aliphatic and alicyclic ketones in acetic acid in the presence of catalytic amount of sulfuric acid to afford fluorinated derivatives of 2,3-disubstituted benz[4,5]imidazo[2,1-b][1,3]thiazoles. Reaction with aromatic alpha -haloketones Occurs in another way: to furnish 2-phenylacylthio-5,6-difluorobenzimidazoles that in the system acetic anhydride-pyridine undergo cyclization into the corresponding fluorinated derivatives of benz[4,5]imidazo[2,1-b][1,3]thiazoles.