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Chemistry of Heterocyclic Compounds

, Volume 47, Issue 7, pp 807–810 | Cite as

Interaction of 1,5-disubstituted 3-methyl-2-oxo-2,3-dihydro- 1H-imidazole-4-carbonitriles with hydrogen sulfide

  • S. A. Chumachenko
  • O. V. Shablykin
  • E. B. Rusanov
  • V. S. Brovarets
Article

The reaction of 1-alklyl(aryl)-5-alkyl(aryl)amino-3-methyl-2-oxo-2,3-dihydro-1H-imidazole-4-carbo-nitriles with hydrogen sulfide was investigated. Unexpectedly, this led, after treatment of the reaction products with triethyl orthoformate, to 1,2,4-dithiazol-5-ylidene-5-thioxoimidazolidin-2-one derivatives.

Keywords

dithiazoles 3-methylimidazol-2-ones hydrogen sulfide triethyl orthoformate 

References

  1. 1.
    S. A. Chumachenko, O. V. Shablykin, A. P. Kozachenko, T. V. Osadchuk, and V. S. Brovarets, Khim. Geterotsikl. Soedin., 410 (2011). [Chem. Heterocycl. Comp., 47, 410 (2011)].Google Scholar
  2. 2.
    E. Ziegler, C. Mayer, and J. G. Zwainz, Z. Naturforsch., 30b, 760 (1975).Google Scholar
  3. 3.
    L. Skrzypek, Heterocycles, 51, 2111 (1999).CrossRefGoogle Scholar
  4. 4.
    J. P. Declercq, G. Germain, M. van Meerssche, J. A. Falmagne, S. D. Carter, and L. Ghosez, Bull Soc. Chim. Belge, 89, 661 (1980).CrossRefGoogle Scholar
  5. 5.
    H. Graubaum, G. Lutze, and M. Ramm, Phosphorus, Sulfur, Silicon, Relat. Elem., 84, 83 (1993).CrossRefGoogle Scholar
  6. 6.
    T. Raj, R. K. Bhatia, R. K. Sharma, V. Gupta, D. Sharma, and M. P. S. Ishar, Eur. J. Med. Chem., 44, 3209 (2009).CrossRefGoogle Scholar
  7. 7.
    T. Raj, R. K. Bhatia, A. Kapur, M. Sharma, A. K. Saxena, and M. P. S. Ishar, Eur. J. Med. Chem., 45, 790 (2010).CrossRefGoogle Scholar
  8. 8.
    A. M. Sh. El-Sharief and Z. Moussa, Eur. J. Med. Chem., 44, 4315 (2009).CrossRefGoogle Scholar
  9. 9.
    G. M. Sheldrick, SHELXS97. Program for Crystal Structure Solution, Göttingen, Germany, 1997.Google Scholar
  10. 10.
    G. M. Sheldrick, SHELXL97. Program for Crystal Structures Refinement, Göttingen, Germany, 1997.Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2011

Authors and Affiliations

  • S. A. Chumachenko
    • 1
  • O. V. Shablykin
    • 1
  • E. B. Rusanov
    • 2
  • V. S. Brovarets
    • 1
  1. 1.Institute of Bioorganic Chemistry and Petrochemistrytional Academy of Sciences of UkraineKyivUkraine
  2. 2.Institute of Organic ChemistryNational Academy of Sciences of UkraineKyivUkraine

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