2-propylbenzoimidazolo<2,1-b>thiazolidin-3-one | 21547-77-3

• 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-propylbenzoimidazolo<2,1-b>thiazolidin-3-one
• 英文别名: 2-Propyl-3-oxo-2,3-dihydro-thiazolo<3,2-a>benzimidazol；2-propyl-benzo[4,5]imidazo[2,1-b]thiazol-3-one；2-Propyl-[1,3]thiazolo[3,2-a]benzimidazol-1-one
• CAS: 21547-77-3
• 化学式: C₁₂H₁₂N₂OS
• 分子量: 232.306
• InChiKey: UBLRKMFMCRKKRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-溴戊酸乙酯 在 吡啶 、 sodium hydroxide 、 sodium ethanolate 、 乙酸酐 作用下， 以 水 为溶剂， 反应 9.5h， 生成 2-propylbenzoimidazolo<2,1-b>thiazolidin-3-one
  参考文献：
  名称：

  Synthesis and antimicrobial activity of some 2-alkyl-2H-1,4-benzothiazin-3(4H)-ones and 2-alkylbenzo[d]imidazolo[2,1-b]-thiazolidin-3-ones

  摘要：

  Sodium 2-aminothiophenoxide (1) reacts with ethyl 2-bromoalkanoates (2) under direct cyclization to form 2-alkyl-2H-1,4-benzothiazin-3(4H)-ones (3). Reaction of the sodium salt of 2-mercaptobenzimidazole (4) with 2 or 2-bromoalkanoic acids (5) affords only S-alkylated products (6 or 7, respectively). The cyclization products - 2-alkylbenzo[d] imidazolo[2,1-b]thiazolidin-3-ones (8)- can be obtained only from the corresponding 2-(2-benzimidazolylthio)alkanoic acids (7) by the action of acetic anhydride. Both compounds 3 and 8 exhibit only moderate antimicrobial activity against some gram-positive bacteria.

  DOI：

  10.1007/bf00812716

文献信息

• Ogura,H. et al., Chemical and pharmaceutical bulletin, 1968, vol. 16, # 11, p. 2167 - 2171
  作者：Ogura,H. et al.

  DOI：——

  日期：——
• Synthesis and antimicrobial activity of some 2-alkyl-2H-1,4-benzothiazin-3(4H)-ones and 2-alkylbenzo[d]imidazolo[2,1-b]-thiazolidin-3-ones
  作者：M. Koóš

  DOI：10.1007/bf00812716

  日期：1994.8

  Sodium 2-aminothiophenoxide (1) reacts with ethyl 2-bromoalkanoates (2) under direct cyclization to form 2-alkyl-2H-1,4-benzothiazin-3(4H)-ones (3). Reaction of the sodium salt of 2-mercaptobenzimidazole (4) with 2 or 2-bromoalkanoic acids (5) affords only S-alkylated products (6 or 7, respectively). The cyclization products - 2-alkylbenzo[d] imidazolo[2,1-b]thiazolidin-3-ones (8)- can be obtained only from the corresponding 2-(2-benzimidazolylthio)alkanoic acids (7) by the action of acetic anhydride. Both compounds 3 and 8 exhibit only moderate antimicrobial activity against some gram-positive bacteria.