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Heterocycles containing a bridge nitrogen atom. 10. Unexpected closure of oxazole ring during the reaction of 2-chloro-1-phenacylpyridinium salt with potassium cyanate. Crystal structure of 2-(p-nitrophenyl)oxazolo-[3,2-a]pyridinium bromide and N-(p-nitrophenacyl)pyrid-2-one

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Abstract

Reaction of 2-chloro-N-(p-nitrophenacyl)pyridinium bromide with potassium cyanate in acetonitrile produces 2-(p-nitrophenyl)oxazolopyridinium bromide. Performing the same reaction in methanol N-(p-nitrophenacyl)pyrid-2-one was isolated. The structures of the obtained products were proved by X-ray structural data.

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References

  1. E. V. Babaev and A. V. Efimov,Khim. Geterotsikl. Soedin., No. 7, 998 (1997).

    Google Scholar 

  2. C. K. Bradsher, R. D. Brandau, J. E. Boilek, and T. L. Hough,J. Org. Chem.,34, 2129 (1969).

    CAS  Google Scholar 

  3. B. Blank, N. W. DiTullio, A. J. Krog, and H. L. Saunders,J. Med. Chem.,21, 489 (1978).

    Article  CAS  Google Scholar 

  4. R. A. Nugent and M. Murphy,J. Org. Chem.,52, 2206 (1987).

    Article  CAS  Google Scholar 

  5. E. V. Babaev and A. A. Tsisevich,Khim. Geterotsikl. Soedin., No. 2, 278 (1998).

    Google Scholar 

  6. H. Pauls and F. Krohnke,Chem. Ber.,109, 3653 (1976).

    CAS  Google Scholar 

  7. E. V. Babaev, A. V. Efimov, D. A. Maiboroda, and K. Jug,Eur. J. Org. Chem., No. 1, 193 (1998).

    Google Scholar 

  8. Enraf-Nonius CAD-4 Software, Version 5.0, Enraf-Nonius, Delft, Netherlands (1989).

  9. G. M. Sheldrick,SHELXS-97. Program for the Solution of Crystal Structures, University of Göttingen, Germany (1997).

    Google Scholar 

  10. G. M. Sheldrick,SHELXL-97. Program for the Refinement of Crystal Structures, University of Göttingen, Germany (1997).

    Google Scholar 

  11. A. L. Spek,PLUTON-92. Molecular Graphics Program, University of Utrecht, Netherlands (1992).

    Google Scholar 

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Authors
  1. E. V. Babaev
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  2. V. B. Rybakov
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  3. S. G. Zhukov
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  4. I. A. Orlova
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Additional information

For No. 9, see [1].

M. V. Lomonosov Moscow State University, Moscow 119899, Russia.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 542–549, April, 1999.

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Babaev, E.V., Rybakov, V.B., Zhukov, S.G. et al. Heterocycles containing a bridge nitrogen atom. 10. Unexpected closure of oxazole ring during the reaction of 2-chloro-1-phenacylpyridinium salt with potassium cyanate. Crystal structure of 2-(p-nitrophenyl)oxazolo-[3,2-a]pyridinium bromide and N-(p-nitrophenacyl)pyrid-2-one. Chem Heterocycl Compd 35, 479–485 (1999). https://doi.org/10.1007/BF02319338

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  • DOI: https://doi.org/10.1007/BF02319338

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