Skip to main content
Log in

Recyclization of 2-methoxy-5-morpholino-1,3-oxazole-4-carbonitrile by benzylamine, phenethylamine, and phenylhydrazine

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Reaction of 2-methoxy-5-morpholino-1,3-oxazole-4-carbonitrile with benzylamine, phenethylamine and phenylhydrazine results in the new substituted 5-amino-2,3-dihydro-1H-imidazol-2-ones.

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

Access this article

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. Koever, J., Timar, T., and Tompa, J., Synthesis, 1994, no. 11, p. 1124.

    Google Scholar 

  2. Koever, J., Szilagyi, L., Antus, S., Tompa, J., and Gunda, T., Heterocycl. Commun., 2002, vol. 8, no. 3, p. 237.

    Google Scholar 

  3. Kuroyanagi, J.-I., Kanai, K., Horiuchi, T., Takeshita, H., Achiwa, I., Kawakami, K., Yoshida, K., Kobayashi, Sh., and Nakamura, K., Chem. Pharm. Bull., 2011, vol. 59, no. 3, p. 341.

    Article  CAS  Google Scholar 

  4. Kozachenko, A.P., Shablykin, O.V., Vasilenko, A.N., and Brovarets, V.S., Russ. J. Gen. Chem., 2010, vol. 80, no. 1, p. 127.

    Article  CAS  Google Scholar 

  5. Drach, B.S., Sviridov, E.P., Kisilenko, A.A., and Kirsanov, A.V., Zh. Org. Khim., 1973, vol. 9, no. 9, p. 1818.

    CAS  Google Scholar 

  6. Niraimathi, V., Suresh, A.J., and Latha, T., Eur. J. Chem., 2011, vol. 8, no. 1, p. S392.

    CAS  Google Scholar 

  7. Ahirwar, M.K. and Shrivastava, S.P., Eur. J. Chem., 2011, vol. 8, no. 2, p. 931.

    CAS  Google Scholar 

  8. Dockendorff, Ch., Aisiku, O., VerPlank, L., Dilks, J.R., Smith, D.A., Gunnink, S.F., Dowal, L., Negri, J., Palmer, M., MacPherson, L., Schreiber, S.L., and Flaumenhaft, R., Med. Chem. Lett., 2012, vol. 3, no. 3, p. 232.

    Article  CAS  Google Scholar 

  9. Hirota, K., Kazaoka, K., and Sajiki, H., Bioorg. Med. Chem., 2003, vol. 11, no. 13, p. 2715.

    Article  CAS  Google Scholar 

  10. Biagi, G., Giorgi, I., Livi, O., Pacchini, F., Salerni, O., and Scartoni, V., J. Heterocycl. Chem., 2005, vol. 42, no. 5, p. 743.

    Article  CAS  Google Scholar 

  11. Belai, I., Tetrahedron Lett., 2003, vol. 44, no. 40, p. 7475.

    Article  CAS  Google Scholar 

  12. Kurz, T. and Widyan, K., Tetrahedron Lett., 2004, vol. 45, no. 38, p. 7049.

    Article  CAS  Google Scholar 

  13. Robinson, R.P., Laird, E.R., Donahue, K.M., Lopresti-Morrow, L.L., Mitchell, P.G., Reese, M.R., Reeves, L.M., Rouch, A.I., Stam, E.J., and Yocum, S.A., Bioorg. Med. Chem. Lett., 2001, vol. 11, no. 9, p. 1211.

    Article  CAS  Google Scholar 

  14. Park, H., Min, K., Kwak, H.-Sh., Koo, K.-D., Lim, D., Seo, S.-W., Choi, J.-U., Platt, B., and Choi, D.-Y., Bioorg. Med. Chem. Lett., 2008, vol. 18, no. 9, p. 2900.

    Article  CAS  Google Scholar 

  15. Mulliez, M., Phosphorus, Sulfur, Silicon, Relat. Elem., 1980, vol. 8, p. 27.

    Article  CAS  Google Scholar 

  16. Vydzhak, R.N. and Panchishin, S.Ya., Russ. J. Gen. Chem., 2008, vol. 78, no. 12, p. 2391.

    Article  CAS  Google Scholar 

  17. Martinez-Martinez, E.J., Padilla-Martinez, I.I., Brito, M.A., Geniz, E.D., Rojas, R.C., Saavedra, J.B.R., Höpfl, H., Tlahuextl, M., and Contreras, R., J. Chem. Soc., Perkin Trans. 2, 1998, vol. 2, p. 401.

    Article  Google Scholar 

  18. Qi, G., Ji, Y.Q., and Juden, Z.M.A., Tetrahedron, 2010, vol. 66, no. 23, p. 4195.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to V. S. Brovarets.

Additional information

Original Russian Text © S.A. Chumachenko, O.V. Shablykin, A.N. Vasilenko, V.S. Brovarets, 2013, published in Zhurnal Obshchei Khimii, 2013, Vol. 83, No. 9, pp. 1490–1495.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Chumachenko, S.A., Shablykin, O.V., Vasilenko, A.N. et al. Recyclization of 2-methoxy-5-morpholino-1,3-oxazole-4-carbonitrile by benzylamine, phenethylamine, and phenylhydrazine. Russ J Gen Chem 83, 1710–1715 (2013). https://doi.org/10.1134/S1070363213090144

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363213090144

Keywords

Navigation