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Cyclocondensation of α-acylacetamidines with esters of 2-fluoro-5-nitrobenzoic and 4-chloro-2-methyl-5-pyrimidinecarboxylic acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The cyclocondensation of α-acylacetamidines with esters of 2-fluoro-5-nitrobenzoic and 4-chloro-2-methyl-5-pyrimidinecarboxylic acids leads to condensed azines. The reaction proceeds chemoselectively such that the α-carbon atom of the amidine replaces the halogen atom in the aromatic ring, while the amino group reacts with the ester group.

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References

  1. D. V. Dar’in, S. I. Selivanov, P. S. Lobanov, and A. A. Potekhin, Khim. Geterotsikl. Soedin., 1036 (2004) [Chem. Heterocycl. Comp., 40, 888 (2004)].

    Google Scholar 

  2. S. G. Ryazanov, D. V. Dar’in, S. I. Selivanov, P. S. Lobanov, and A. A. Potekhin, Vestn. St. Peterb. Gos. Univ., Ser. 4, Fiz., Khim., No. 2, 138 (2005).

  3. A. G. Nemazanyi, Yu. M. Volovenko, T. A. Silaeva, M. Yu. Kornilov, and F. S. Babichev, Khim. Geterotsikl. Soedin., 378 (1991). [Chem. Heterocycl. Comp., 27, 307 (1991)].

    Google Scholar 

  4. A. G. Nemazanyi, Yu. M. Volovenko, T. A. Silaev, M. Yu. Kornilov, and F. S. Babichev, Khim. Geterotsikl. Soedin., 1104 (1991). [Chem. Heterocycl. Comp., 27, 886 (1991)].

    Google Scholar 

  5. T. Eicher and S. Hauptmann, The Chemistry of Heterocycles, Georg Thieme Verlag, Stuttgart, New York (1995), p. 311.

    Google Scholar 

  6. W. D. Chandler, J. J. Bergman, and G. H. Haas, Can. J. Chem., 49, 583 (1971).

    Article  CAS  Google Scholar 

  7. B. Roth and J. M. Smith, J. Am. Chem. Soc., 71, 616 (1949).

    Article  CAS  Google Scholar 

  8. E. Peters, H. J. Minnemeyer, A. W. Spears, and H. J. Tieckelmann, J. Org. Chem., 25, 2137 (1960).

    Article  CAS  Google Scholar 

  9. O. Scherer and H. Hahn, Liebigs Ann. Chem., 677, 83 (1964).

    Article  Google Scholar 

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Authors and Affiliations

  1. St. Petersburg State University, 198504, St. Petersburg, Russia

    D. V. Dar’in, S. G. Ryazanov, S. I. Selivanov, P. S. Lobanov & A. A. Potekhin

Authors
  1. D. V. Dar’in
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  2. S. G. Ryazanov
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  3. S. I. Selivanov
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  4. P. S. Lobanov
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  5. A. A. Potekhin
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Corresponding author

Correspondence to P. S. Lobanov.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 589–594, April, 2008.

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Dar’in, D.V., Ryazanov, S.G., Selivanov, S.I. et al. Cyclocondensation of α-acylacetamidines with esters of 2-fluoro-5-nitrobenzoic and 4-chloro-2-methyl-5-pyrimidinecarboxylic acids. Chem Heterocycl Comp 44, 461–465 (2008). https://doi.org/10.1007/s10593-008-0064-y

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  • DOI: https://doi.org/10.1007/s10593-008-0064-y

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