1-propyl-2-(2'-tosylaminophenyl)-5-nitrobenzimidazole | 1637474-49-7

• 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: 1-propyl-2-(2'-tosylaminophenyl)-5-nitrobenzimidazole
• 英文别名: 1-propyl-2-(2-tosylaminophenyl)-5-nitrobenzimidazole；4-methyl-N-[2-(5-nitro-1-propyl-1H-benzimidazol-2-yl)phenyl]benzenesulfonamide；4-methyl-N-[2-(5-nitro-1-propylbenzimidazol-2-yl)phenyl]benzenesulfonamide
• CAS: 1637474-49-7
• 化学式: C₂₃H₂₂N₄O₄S
• 分子量: 450.518
• InChiKey: GKXRLKDQGATWJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-propyl-2-(2'-tosylaminophenyl)-5-nitrobenzimidazole 在 sodiumsulfide nonahydrate 、 sulfur 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 以80%的产率得到5-amino-1-propyl-2-(2-tosylaminophenyl)benzimidazole
  参考文献：
  名称：

  Zinc complexes of 1-Propyl-2-(2-tosylaminophenyl)-5-aminobenzimidazole: Synthesis, structure, and luminescence properties

  摘要：

  1-Alkyl-2-(2-tosylaminophenyl)-5-aminobenzimidazole and related zinc complexes are synthesized. The structure of the complex with zinc pivalate is determined by X-ray diffraction analysis. The fluorescence with the anomalous Stokes shift of the benzimidazole ligand system in solution is transformed into the fluorescence with the normal Stokes shift upon complex formation due to blocking the mechanism of intramolecular proton transfer in the excited state or upon the transition to the crystalline state formed by zwitterionic forms that are generated due to the proton transfer from the sulfonamide group to the amino group.

  DOI：

  10.1134/s1070328414070070
• 作为产物：
  描述：

  N-(2-甲酰基苯基)-4-甲基苯磺酰胺 、 4-nitro-N1-propyl benzene-1,2-diamine 在 copper diacetate 、 溶剂黄146 作用下， 反应 1.0h， 以60%的产率得到1-propyl-2-(2'-tosylaminophenyl)-5-nitrobenzimidazole
  参考文献：
  名称：

  Synthesis, structural and optical properties of 1-alkyl-2-(2’-tosylaminophenyl)-5-nitrobenzimidazoles and their zinc(II) complexes

  摘要：

  A series of novel benzimidazole derivatives 1-alkyl-2-(2'-tosylaminophenyl)-5-nitrobenzimidazoles with common formulas HL (1-3) (R = C2H5 (1); R = n-C3H7 (2); R = n-C4H9(3)) and their mononuclear zinc(II) complexes ZnL2 (4-6) have been synthesized in a molar ratio Zn: HL = 1:2 in methanol solutions. Formulation of 1-6 is based upon satisfactory C, H, N, S elemental analyses, IR and H-1, C-13 NMR spectroscopies, while the structures of 2, 3, 5, 6 were determined by X-ray single-crystal diffraction. The optical properties of 1-6 were investigated. Published by Elsevier B.V.

  DOI：

  10.1016/j.molstruc.2015.07.056