Russian Journal of Organic Chemistry

, Volume 41, Issue 3, pp 396–401 | Cite as

Selenium-Containing Heterocycles. Synthesis and Reactions of 2-Amino-4,5,6,7-tetrahydro-1-benzoselenophene-3-carbonitrile with Anticipated Biological Activity

  • Sh. H. Abdel-Hafez


Reaction of 2-amino-4,5,6,7-tetrahydro-1-benzoselenophene-3-carbonitrile with ethylenediamine in the presence of a catalytic amount of carbon disulfide afforded 2-amino-3-(4,5-dihydro-1H-imidazol-2-yl)-4,5,6,7-tetrahydro-1-benzoselenophene. Cyclocondensation of the latter with triethyl orthoformate, benzaldehyde, and carbon disulfide gave tetracyclic imidazobenzoselenophenopyrimidine derivatives. Treatment of 2,3,5,6,8,9,10,11-octahydroimidazo[2,1-c][1]benzoselenopheno[3,2-e]pyrimidine-5-thione with hydrazine hydrate led to the corresponding 5-hydrazino derivative whose reactions with triethyl orthoformate and sodium nitrite were accompanied by closure of 1,2,4-triazole and tetrazole rings, respectively. Fused benzoseleno-phenopyrimidine systems were also obtained by reaction of 2-amino-4,5,6,7-tetrahydrobenzo-1-selenophene-3-carbonitrile with formamide, carbon disulfide, and phenyl isothiocyanate. Some newly synthesized compounds were tested for antimicrobial and antifungal activity.


Nitrite Hydrazine Antifungal Activity Benzaldehyde Isothiocyanate 
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Copyright information

© MAIK “Nauka/Interperiodica” 2005

Authors and Affiliations

  • Sh. H. Abdel-Hafez
    • 1
  1. 1.Chemistry Department, Faculty of ScienceAssiut UniversityAssiutEgypt

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