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4(3H)-Quinazolinones containing heterocyclic group in position 3

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The corresponding 2,3-substituted 4(3H)-quinazolinones were obtained in the reactions of 2-methyl- and 2-phenyl-4-oxo-3,1-benzoxazines with 1-amino-1,2,4-triazole, 4-amino-2,3-dimethyl-1-phenyl-5-pyrazolone, 2-amino-5-ethyl-1,3,4-thiadiazole, 3-amino-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazole, 1-amino-3-cyano-4,6-dimethyl-2-pyridone, and 1-amino-3-cyano-6-phenyl-4-trifluoromethyl-2-pyridone. The formation of N-benzolyanthranilamides in the reactions of 2-phenyl-4-oxo-3,1-benzoxazine with 2-amino-5-ethyl-1,3,4-thiadiazole and 1-amino-3-cyano-6-phenyl-4-trifluoromethyl-2-pyridones was exceptional. The structures of two of the products have been confirmed by X-ray crystallography.

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References

  1. M. B. Deshmukh and D. S. Deshmukh,J. Indian Chem. Soc.,72, 847 (1995).

    Google Scholar 

  2. A. M. Ismail, K. Artruda, M. Teitler, and R. A. Glemuon,J. Med. Chem.,38, 1196 (1995).

    Google Scholar 

  3. N. J. Liverton, D. A. Armstrong, D. A. Claumon, D. C. Remy, J. J. Baldwin, R. J. Lunch, Jhang Guixiand, and R. J. Gold,Bioorg. Med. Chem. Lett.,8, 483 (1998).

    Google Scholar 

  4. B. Srivastava, J. S. Shukla, Y. S. Prabhakar, and A. K. Saxena,Indian J. Chem.,30B, 332 (1991).

    Google Scholar 

  5. S. Plescia, M. L. Bajardi, D. Raffa, and G. Daidone,Eur. J. Med. Chem.,21, 291 (1986).

    Google Scholar 

  6. C. Parkanyi, Yuan H. Liang, B. H. E. Strömberg, and A. Evanzahav,J. Heterocycl. Chem.,29, 749 (1992).

    Google Scholar 

  7. B. Dash, E. K. Dora, and C. S. Randa,J. Indian Chem. Soc.,57, 835 (1980).

    Google Scholar 

  8. R. S. Atkinson, A. P. Ayscough, L. W. Gattrell, and T. M. Raynham,Tetrahedron Lett.,39, 4377 (1998).

    Google Scholar 

  9. R. S. Atkinson and P. J. Williams,J. Chem. Soc., Perkin Trans. 1, No. 16, 1951 (1996).

    Google Scholar 

  10. M. A. Saleh,Rev. roum. chim.,39, 659 (1994).

    Google Scholar 

  11. F. A. Yascin, A. M. F. Eissa, and A. A. F. Wasfy,Indian J. Chem.,33B, 1193 (1994).

    Google Scholar 

  12. M. B. Hogale and P. B. Chavan,Coll. Czech. Chem. Commun.,58, 1705 (1993).

    Google Scholar 

  13. A. L. D'yakonov and M. V. Telezhenetskaya,Khim. Prirod. Soedin., No. 3, 297 (1997).

    Google Scholar 

  14. A. Ya. Strakov, N. N. Tonkikh, E. L. Palitis, M. V. Petrova, and F. M. Avotin'sh,Khim. Geterotsikl. Soedin., No. 6, 840 (1999).

    Google Scholar 

  15. A. Ya. Strakov, M. B. Andaburskaya, A. M. Moiseenkov, and A. A. Akhrem,Izv. Akad. Nauk LatvSSR. Ser. Khim., No. 3, 330 (1973).

    Google Scholar 

  16. A. F. Mishnev, S. V. Belyakov, Ya. Ya. Bleidelis, S. K. Apinitis, and E. Yu. Gudriniece,Kristallografiya,31, 297 (1986).

    Google Scholar 

  17. S. V. Belyakov, A. F. Mishnev, Ya. Ya. Bleidelis, I. Ya. Plukse, and E. Yu. Gudriniece,Zh. Strukt. Khim.,29, 169 (1988).

    Google Scholar 

  18. A. V. Guttsait, S. V. Belyakov, E. Yu. Gudriniece, Ya. Ya. Bleidelis, A. F. Mishnev, and M. V. Kraminya,Izv. Akad. Nauk LatvSSR. Ser. Khim., No. 5, 607 (1986).

    Google Scholar 

  19. F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, and R. Taylor,J. Chem. Soc., Perkin Trans. 2, No, 12, 1 (1987).

    Google Scholar 

  20. W. P. Busing and H. A. Levy,Acta Crystallogr.,17, 142 (1964).

    Google Scholar 

  21. V. G. Dashevskii (Ed.),Conformational Analysis of Organic Molecules [in Russian], Khimiya, Moscow (1982).

    Google Scholar 

  22. G. M. Sheldrick,Acta Crystallogr.,A46, 467 (1990).

    Google Scholar 

  23. G. M. Sheldrick,SHELXL-93. Program for Refinement of Crystal Structures. University of Göttingen, Germany, 1993.

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 936–943, July, 2000.

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Tonkikh, N.N., Petrova, M.V., Mishnev, A.F. et al. 4(3H)-Quinazolinones containing heterocyclic group in position 3. Chem Heterocycl Compd 36, 822–829 (2000). https://doi.org/10.1007/BF02256917

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  • DOI: https://doi.org/10.1007/BF02256917

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