Skip to main content
Log in

CuCl2-Mediated Hydroxylation of 2,3-Dimethyl-5-hydroxy-6-aminopyrimidine-4(3H)-one with Molecular Oxygen in Aqueous and Non-Aqueous Solutions

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

Abstract

The catalytic hydroxylation of 2,3-dimethyl-5-hydroxy-6-aminopyrimidine-4(3H)-one in an aqueous solution in the presence of copper(II) ions and oxygen proceeds with the formation of 2,3-dimethyl-5,5,6-trihydroxy-6-aminopyrimidine-4-(3H)-one.

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.

Similar content being viewed by others

References

  1. Allen, S.E., Walvoord, R., R., Padilla-Salinas, R., and Kozlowski, M., C., Chem. Rev., 2013, vol. 113, p. 6234. doi https://doi.org/10.1021/cr300527g

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. Liu, J.J., Diaz, D.E., Quist, D.A., and Karlin, K.D., Isr. J. Chem., 2017, vol. 56, nos. 9–10, p. 1. doi https://doi.org/10.1002/ijch.201600025

    Google Scholar 

  3. Bissaro, B., Rohr E.K., Müller, G., Chylenski, P., Skaugen, M., Forsberg, Z., Horn, S.J., Vaaje-Kolstad, G., and Eijsink, V.G., Nature Chem. Biol., 2017, vol. 13, p. 1123. doi https://doi.org/10.1038/nchembio.2470

    Article  CAS  Google Scholar 

  4. Chowdhury, B., Maji, M., and Biswas, B., J. Chem. Sci., 2017, vol. 129, no. 10, p. 1627. doi https://doi.org/10.1007/s12039-017-1379-y

    Article  CAS  Google Scholar 

  5. Holm, R.H., Kennepohl, P., and Solomon, E.I., Chem. Rev., 1996, vol. 96, no. 7, p. 2239. doi https://doi.org/10.1021/cr9500390

    Article  CAS  PubMed  Google Scholar 

  6. Schönecker, B., Zheldakova, T., Liu, Y., Kötteritzsch, M., Günther, W., and Görls, H., Angew. Chem. Int. Ed., 2003, vol. 42, p. 3240. doi https://doi.org/10.1002/anie.200250815

    Article  CAS  Google Scholar 

  7. Aktivatsiya kisloroda fermentativnymi sistemami (Oxygen Activation by Enzyme Systems), Metelitsa, D.I., Ed., Moscow: Nauka, 1982.

    Google Scholar 

  8. Aktivatsiya i kataliticheskie reaktsii alkanov (Activation and Catalytic Reactions of Alkanes), Shilov, A.E., Ed., Moscow: Mir, 1992.

    Google Scholar 

  9. Al-Arab, M.M. and Hamilton, G., A., J. Am. Chem. Soc., 1986, vol. 108, no. 19, p. 5972. doi https://doi.org/10.1021/ja00279a051

    Article  CAS  PubMed  Google Scholar 

  10. Murinov, Yu.I., Mishinkin, V.Yu., Akchurina, O.V., Grabovskii, S.A., and Kabal’nova, N.N., Russ. J. Gen. Chem., 2017, vol. 87, no. 8, p. 1667. doi https://doi.org/10.1134/S1070363217080047

    Article  CAS  Google Scholar 

  11. Mishinkin, V.Yu., Grabovskii, S.A., Kabal’nova, N.N., and Murinov, Yu.I., Russ. J. Gen. Chem., 2017, vol. 87, no. 7, p. 1542. doi https://doi.org/10.1134/S1070363217070167

    Article  CAS  Google Scholar 

  12. Spravochnik po rastvorimosti (Solubility Handbook), Kogan, V.B., Fridman, V.M., and Kafarov, V.V., Eds., Moscow: Izd. Akad. Nauk SSSR, 1961, vol. 1, book 1.

    Google Scholar 

  13. Franco, C. and Olmsted, III, J., Talanta, 1990, vol. 37, no. 9, p. 905. doi https://doi.org/10.1016/0039-9140(90)80251-A

    Article  CAS  PubMed  Google Scholar 

  14. Coburn, R.A. and Taylor, M.D., J. Heterocycl. Chem., 1982, vol. 19, no. 3, p. 567. doi https://doi.org/10.1002/jhet.5570190323

    Article  CAS  Google Scholar 

  15. Mátyus, P., Makk, N., Tegdes, A., Kosáry, J., Kasztreiner, E., Podányi, B., Rabloczky, G., and Kiirthy, M., J. Heterocycl. Chem., 1990, vol. 27, no. 2, p. 151. doi https://doi.org/10.1002/jhet.5570270207

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yu. I. Murinov.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Mishinkin, V.Y., Grabovskii, S.A., Kabal’nova, N.N. et al. CuCl2-Mediated Hydroxylation of 2,3-Dimethyl-5-hydroxy-6-aminopyrimidine-4(3H)-one with Molecular Oxygen in Aqueous and Non-Aqueous Solutions. Russ J Gen Chem 89, 405–408 (2019). https://doi.org/10.1134/S107036321903006X

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S107036321903006X

Keywords

Navigation