Skip to main content
SpringerLink
Log in

5-(4,6-Diphenyl-2-pyrimidinyl)-1,3,4-oxadiazole-2-thione with Some C-Electrophiles and N-Nucleophiles

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

5-(4,6-Diphenyl-2-pyrimidinyl)-1,3,4-oxadiazole-2-thione reacted with haloalkanes or their derivatives containing side chain oxo group to give S-alkylated compounds. Aminomethylation and acylation of the thione yielded N(3)-derivatives. Treatment of the title compound with hydrazine hydrate in butanol resulted in 4-amino-5-(4,6-diphenyl-2-pyrimidinyl)-1,2,4-triazole-3-thione via a recyclization reaction. Reaction of the title compound with hydrazine hydrate or phenylhydrazine in dioxane led to formation of the corresponding thiocarbohydrazides. The latter in the presence of a base were cyclized to 4-amino-1,2,4-triazole-3-thiones.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. M. A. Salama,F. M. A. Moti,A. G. Ghattas, andA. Abdullah, Egypt. J. Chem., 24, 47 (1981); Chem. Abstr., 99, 53674 (1983).

    Google Scholar 

  2. A. G. Ghattas,H. A. El-sherief,A. E. Abdelrahman, andA. M. Mahmoud, Pharmazie, 37, 410 (1982).

    Google Scholar 

  3. G. Mazonne andF. Bonina, Farmaco Ed. Sci, 34, 390 (1979).

    Google Scholar 

  4. D. H. Boschelli,D. T. Connor,D. A. Bornemeier,R. D. Dyer,J. A. Kennedy,P. J. Kuipers,G. C. Okonkwo,D. J. Schrier, andC. D. Wright, J. Med. Chem., 36, 1802 (1993).

    Google Scholar 

  5. T. R. Bellioti,D. T. Connor, andC. R. Kostlan, WO Pat. 9213844; Chem. Abstr., 118, 6990 (1993).

    Google Scholar 

  6. D. Pancechowska-Ksepko,H. Foks,H. Janowiec, andZ. Zvolska-Kwiek, Acta Pol. Pharm., 50, 259 (1993).

    Google Scholar 

  7. Ram Vishnu Ji andH. N. Pandey, J. Indian Chem. Soc., 51, 634 (1974).

    Google Scholar 

  8. W. Eckhardt,E. Beriger, andH. Zondler, EP Pat. 37 925; Chem. Abstr., 113, 191385 (1990).

    Google Scholar 

  9. J. R. Reid andN. D. Heindel, J. Heterocycl. Chem., 13, 925 (1976).

    Google Scholar 

  10. G. Mekuskiene,P. Gaidelis, andP. Vainilavicius, Pharmazie, 53, 94 (1998).

    Google Scholar 

  11. G. Mekuskiene,S. Tumkevicius, andP. Vainilavicius, J. Chem. Res. (S), 213 (2002).

Download references

Author information

Authors and Affiliations

  1. Vilnius University, Vilnius, LT-2006, Lithuania

    G. Mekuskiene, M. M. Burbuliene, V. Jakubkiene, E. Udrenaite, P. Gaidelis & P. Vainilavicius

Authors
  1. G. Mekuskiene
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. M. M. Burbuliene
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. Jakubkiene
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. E. Udrenaite
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. P. Gaidelis
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. P. Vainilavicius
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mekuskiene, G., Burbuliene, M.M., Jakubkiene, V. et al. 5-(4,6-Diphenyl-2-pyrimidinyl)-1,3,4-oxadiazole-2-thione with Some C-Electrophiles and N-Nucleophiles. Chemistry of Heterocyclic Compounds 39, 1364–1368 (2003). https://doi.org/10.1023/B:COHC.0000010654.66587.4a

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:COHC.0000010654.66587.4a

Search

Navigation