(1H-Benzoimidazol-2-ylsulfanyl)-acetic acid [1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide | 305338-94-7

• 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: (1H-Benzoimidazol-2-ylsulfanyl)-acetic acid [1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide
• 英文别名: 2-(1H-benzimidazol-2-ylsulfanyl)-N-[(3,4,5-trimethoxyphenyl)methylideneamino]acetamide
• CAS: 305338-94-7
• 化学式: C₁₉H₂₀N₄O₄S
• mdl: MFCD00732841
• 分子量: 400.458
• InChiKey: BATQWYLUEYDBOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (1H-Benzoimidazol-2-ylsulfanyl)-acetic acid [1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide 、 氯乙酰氯 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.05h， 以88%的产率得到2-(1H-Benzoimidazol-2-ylsulfanyl)-N-[3-chloro-2-oxo-4-(3,4,5-trimethoxy-phenyl)-azetidin-1-yl]-acetamide
  参考文献：
  名称：

  Green route for the heterocyclization of 2-mercaptobenzimidazole into β-lactum segment derivatives containing –CONH– bridge with benzimidazole: Screening in vitro antimicrobial activity with various microorganisms

  摘要：

  The efficient and rapid synthesis of novel azetidin-2-ones 4a-j has been established. Thus, both microwave and conventional condensation 2-{(1H-benzimidazol)-ylthio}-N'-2-(substituted phenyl) hydrazide with chloroacetylchloride were carried out in DMF-benzene solvent in the presence of Et3N catalyst. The microwave synthesis route afforded better yield with short time. The novel heterocycles were characterized by elemental analysis and spectral features. Some of the produced compounds were screened for their antimicrobial activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.017
• 作为产物：
  描述：

  (1H-苯并咪唑-2-基硫代)乙酸乙酯 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 0.07h， 生成 (1H-Benzoimidazol-2-ylsulfanyl)-acetic acid [1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazide
  参考文献：
  名称：

  Green route for the heterocyclization of 2-mercaptobenzimidazole into β-lactum segment derivatives containing –CONH– bridge with benzimidazole: Screening in vitro antimicrobial activity with various microorganisms

  摘要：

  The efficient and rapid synthesis of novel azetidin-2-ones 4a-j has been established. Thus, both microwave and conventional condensation 2-{(1H-benzimidazol)-ylthio}-N'-2-(substituted phenyl) hydrazide with chloroacetylchloride were carried out in DMF-benzene solvent in the presence of Et3N catalyst. The microwave synthesis route afforded better yield with short time. The novel heterocycles were characterized by elemental analysis and spectral features. Some of the produced compounds were screened for their antimicrobial activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.017

文献信息

• Green route for the heterocyclization of 2-mercaptobenzimidazole into β-lactum segment derivatives containing –CONH– bridge with benzimidazole: Screening in vitro antimicrobial activity with various microorganisms
  作者：Krunal G. Desai、Kishor R. Desai

  DOI：10.1016/j.bmc.2006.09.017

  日期：2006.12

  The efficient and rapid synthesis of novel azetidin-2-ones 4a-j has been established. Thus, both microwave and conventional condensation 2-(1H-benzimidazol)-ylthio}-N'-2-(substituted phenyl) hydrazide with chloroacetylchloride were carried out in DMF-benzene solvent in the presence of Et3N catalyst. The microwave synthesis route afforded better yield with short time. The novel heterocycles were characterized by elemental analysis and spectral features. Some of the produced compounds were screened for their antimicrobial activity. (c) 2006 Elsevier Ltd. All rights reserved.