Russian Journal of General Chemistry

, Volume 77, Issue 10, pp 1749–1760 | Cite as

Guanidines based on tryptamine and histamine in reactions with electrophiles

  • A. S. Shestakov
  • O. E. Sidorenko
  • Kh. S. Shikhaliev
  • A. A. Pavlenko


Reactions of 4,6-dimethylpyrimidin-2-ylcyanamide with tryptamines and histamine gave the corresponding disubstituted guanidines. The molecular parameters of the products were calculated using GAUSSIAN 03 software package. The direction of electrophilic attack on these compounds was predicted on the basis of the geometric shape of their highest occupied molecular orbital (HOMO) and molecular electrostatic potential (MEP) maps. Acyl, carbamoyl, and cyclic derivatives were obtained, whose structure was consistent with the results of quantum-chemical calculations.


Guanidine High Occupied Molecular Orbital Lower Unoccupied Molecular Orbital High Occupied Molecular Orbital Ethylamino 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


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Copyright information

© Pleiades Publishing, Ltd. 2007

Authors and Affiliations

  • A. S. Shestakov
    • 1
  • O. E. Sidorenko
    • 1
  • Kh. S. Shikhaliev
    • 1
  • A. A. Pavlenko
    • 1
  1. 1.Voronezh State UniversityVoronezhRussia

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