5-amino-1-propyl-2-(2-tosylaminophenyl)benzimidazole | 1637474-52-2

• 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: 5-amino-1-propyl-2-(2-tosylaminophenyl)benzimidazole
• 英文别名: N-[2-(5-amino-1-propyl-1H-benzimidazol-2-yl)phenyl]-4-methylbenzenesulfonamide；N-[2-(5-amino-1-propylbenzimidazol-2-yl)phenyl]-4-methylbenzenesulfonamide
• CAS: 1637474-52-2
• 化学式: C₂₃H₂₄N₄O₂S
• 分子量: 420.535
• InChiKey: PQDAWRWPBCIUNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  30
• 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：
  98.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-amino-1-propyl-2-(2-tosylaminophenyl)benzimidazole 、 zinc(II) acetate dihydrate 以 甲醇 为溶剂， 反应 2.0h， 以58%的产率得到bis(μ2-(1-propyl-2-(2-tosylaminophenyl-κN)-5-aminobenzimidazolato-κ2N,N')bis(acetatoκO))dizinc(II)
  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：

  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

文献信息

• Synthesis, structure, and photoluminescence properties of N-{2-[5-(2-hydroxyphenylmethyleneamino)-1-alkylbenzimidazol-2-yl]phenyl}-4-methylbenzenesulfamides and their zinc complexes
  作者：Yu. V. Koshchienko、A. S. Burlov、N. I. Makarova、V. G. Vlasenko、S. A. Nikolaevskii、M. A. Kiskin、G. G. Alexandrov、D. A. Garnovskii、A. V. Metelitsa、V. I. Minkin

  DOI：10.1134/s1070363217010133

  日期：2017.1

  N-2-[5-(2-Hydroxyphenylmethyleneamino)-1-alkylbenzimidazol-2-yl]phenyl}-4-methyl-benzenesulfamides (H2L) and their zinc complexes Zn2L2 were synthesized. The structure of the ligands and complexes was studied by IR, UV, 1Н NMR, X-ray absorption spectroscopy, and X-ray diffraction analysis. The complexes show green photoluminescence (λfl = 492 nm) with quantum yields φ = 0.07–0.17.

  合成了N- 2- [5-（2-羟基苯基亚甲基氨基）-1-烷基苯并咪唑-2-基]苯基} -4-甲基-苯磺酰胺（H 2 L）及其锌络合物Zn 2 L 2。通过红外，紫外，1 NMR，X射线吸收光谱和X射线衍射分析研究了配体和配合物的结构。配合物显示出绿色光致发光（λfl = 492 nm），量子产率φ= 0.07–0.17。
• Synthesis, structure, and photoluminescence properties of 4-methyl-N-{2-([1-alkyl-2-[2-(p-tolylsulfonylamino)phenyl]benzimidazol-5-yl]iminomethyl)phenyl}benzenesulfonamides and their zinc complexes
  作者：Yu. V. Koshchienko、A. S. Burlov、N. I. Makarova、V. G. Vlasenko、S. A. Nikolaevskii、M. A. Kiskin、D. A. Garnovskii、A. L. Trigub、A. V. Metelitsa

  DOI：10.1134/s1070363217040168

  日期：2017.4

  4-Methyl-N-2-([1-alkyl-2-[2-(p-tolylsulfonylamino)phenyl]benzimidazol-5-yl]iminomethyl)phenyl}-benzenesulfamides (H2L) and zinc complexes on their basis Zn2L2 have been synthesized. The structure of the ligands and complexes has been studied by IR, UV, (1)De NMR spectroscopy, X-ray absorption spectroscopy, and X-ray diffraction analysis.
• Zinc complexes of 1-Propyl-2-(2-tosylaminophenyl)-5-aminobenzimidazole: Synthesis, structure, and luminescence properties
  作者：S. A. Nikolaevskii、Yu. V. Koshchienko、A. V. Chernyshev、A. S. Burlov、A. S. Cheprasov、G. G. Aleksandrov、M. A. Kiskin、A. V. Metelitsa

  DOI：10.1134/s1070328414070070

  日期：2014.7

  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.