Skip to main content
Log in

Synthesis of Salts and Ionic Liquids on the Basis of 2-Aminothiazolium Cations

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

Abstract

The base-free reactions of 2-aminothiazole with α-iodoketones were studied. Depending on the reaction conditions, linear or cyclic 2-aminothiazolium salts were synthesized and identified by NMR and UV spectroscopy.

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.

Scheme
Scheme
Scheme
Scheme
Scheme

Similar content being viewed by others

REFERENCES

  1. Das, D., Sikdar, P., and Bairagi, M., Eur. J. Med. Chem., 2016, vol. 109, p. 89. https://doi.org/10.1016/j.ejmech.2015.12.022

    Article  CAS  PubMed  Google Scholar 

  2. Zhilitskaya, L.V., Shainyan, B.A., and Yarosh, N.O., Molecules, 2021, vol. 26, p. 2190. https://doi.org/10.3390/molecules26082190

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. Alizadeh, S.R. and Hashemi, S.M., Med. Chem. Res., 2021, vol. 30, p. 771. https://doi.org/10.1007/s00044-020-02686-2

    Article  CAS  Google Scholar 

  4. Shareef, M.A., Devi, G.P., Routhu, S.R., Kumar, C.G., Kamal, A., and Babu, B.N., RSC Med. Chem., 2020, vol. 11, p. 1178. https://doi.org/10.1039/D0MD00188K

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Jaladanki, C.K., Khatun, S., Gohlke, H., and Bharatam, P.V., Chem. Res. Toxicol., 2021, vol. 34, p. 1503. https://doi.org/10.1021/acs.chemrestox.0c00450

    Article  CAS  PubMed  Google Scholar 

  6. Sultanova, R.M., Lobov, A.N., Shumadalova, A.V., Meshcheryakova, S.A., Zileeva, Z.R., Khusnutdinova, N.S., Vakhitov, V.A., and Vakhitova, Y.V., Nat. Prod. Res., 2021, vol. 35, p. 1340. https://doi.org/10.1080/14786419.2019.1648459

    Article  CAS  PubMed  Google Scholar 

  7. Galochkina, A.V., Bollikanda, R.K., Zarubaev, V.V., Tentler, D.G., Lavrenteva, I.N., Slita, A.V., Chirra, N., and Kantevari, S., Arch. Pharm. Chem. Life Sci., 2019, vol. 352. e1800225. https://doi.org/10.1002/ardp.201800225

  8. Siddiqui, N. and Ahsan, W., Med. Chem. Res., 2011, vol. 20, p. 261. https://doi.org/10.1007/s00044-010-9313-6

    Article  CAS  Google Scholar 

  9. Mao, W., Ning, M., Liu, Z., Zhu, Q., Leng, Y., and Zhang, A., Bioorg. Med. Chem., 2012, vol. 20, p. 2982. https://doi.org/10.1016/j.bmc.2012.03.008

    Article  CAS  PubMed  Google Scholar 

  10. Piechowicz, K.A. , Truong, E.C., Javed, K.M., Chaney, R.R., Wu, J.Y., Phuan, P.W., Verkman, A.S., and Anderson, M.O., J. Enzym. Inhibit. Med. Chem., 2016, vol. 31, p. 1362. https://doi.org/10.3109/14756366.2015.1135912

    Article  CAS  Google Scholar 

  11. Maghraby, M.T.-E., Abou-Ghadir, O.M.F., Abdel Moty, S.G., Ali, A.Y., and Salem, O.I.A., Bioorg. Med. Chem., 2020, vol. 28, p. 7115403. https://doi.org/10.1016/j.bmc.2020.115403

    Article  CAS  Google Scholar 

  12. Rezaei, Z., Sarkari, B., Khabnadideh, S., Farjami, M., Mehrjou, M., Yazdi, A., Riazimontazer, E., and Fararouei, M., Antiifect. Agents, 2020, vol. 18, p. 178. https://doi.org/10.2174/2211352517666190527112955

    Article  CAS  Google Scholar 

  13. Kim, D.-S., Chun, S.-J., Jeon, J.-J., Lee, S.-W., and Joe, G.-H., Pest. Manag. Sci., 2004, vol. 60, p. 1007. https://doi.org/10.1002/ps.873

    Article  CAS  PubMed  Google Scholar 

  14. Maradiya, H.R., J. Saudi Chem. Soc., 2012, vol. 16, p. 69. https://doi.org/10.1016/j.jscs.2010.10.021

    Article  CAS  Google Scholar 

  15. Elshaarawy, R.F.M., Mustafa, F.H.A., Sofy, A.R., Hmed, A.A., and Janiak, C., J. Environ. Chem. Eng., 2019, vol. 7, p. 102800. https://doi.org/10.1016/j.jece.2018.11.044

    Article  CAS  Google Scholar 

  16. Wang, X., Lv, P., Zou, H., Li, Y., Li, X., and Liao, Y., Ind. Eng. Chem. Res., 2016, vol. 55, p. 4911. https://doi.org/10.1021/acs.iecr.5b04630

    Article  CAS  Google Scholar 

  17. Xu, Y., Yang, L., Wang, H., Zhang, Y., Yang, X., Pei, M., and Zhang, G., J. Photochem. Photobiol. A, 2020, vol. 391, p. 112372. https://doi.org/10.1016/j.jphotochem.2020.112372

    Article  CAS  Google Scholar 

  18. Nagarajaiah, H., Prasad, N.L., and Begum, N.S., Polycycl. Arom. Compd., 2020, vol. 56, p. 1. https://doi.org/10.1080/10406638.2020.1821228

    Article  CAS  Google Scholar 

  19. Zhu, Y., Chen, W., Zhao, D., Zhang, G., and Yu, Y., Synthesis, 2019, vol. 51, p. 2023. https://doi.org/10.1055/s-0037-1612101

    Article  CAS  Google Scholar 

  20. Chen, B., Guo, S., Guo, X., Zhang, G., and Yu, Y., Org. Lett., 2015, vol. 17, p. 4698. https://doi.org/10.1021/acs.orglett.5b02152

    Article  CAS  PubMed  Google Scholar 

  21. Meakins, G.D., Musk, S.R.R., Robertson, C.A., and Woodhouse, L.S., J. Chem. Soc. Perkin Trans. 1, 1989, p. 643. https://doi.org/10.1039/P19890000643

  22. Stradomskii, B.V. and Solodunov, Yu.Yu., Eksperimental’naya i klinicheskaya farmakologiya mazevykh form Stellanina (1,3-dietilbenzimidazoliya triiodida) (Experimental and Clinical Pharmacology of the Ointment Forms of Stellanin (1,3-Diethylbenzimidazolium Triiodide)), Rostov-on-Don: Yuzhn. Nauch. Tsentr RAS, 2013.

  23. Voronkov, M.G., Dorofeev, I.A., Tokareva, I.A., Smirnov, V.I., Vakul’skaya, T.I., Khutsishvili, S.S., and Shagun, L.G., Russ. J. Gen. Chem., 2010, vol. 80, p. 250. https://doi.org/10.1134/S1070363210020118

    Article  CAS  Google Scholar 

  24. Reiller, P., Mercier-Bion, F., Gimenez, N., Barre, N., and Miserque, F., Radiochim. Acta, 2006, vol. 94, nos. 9–11, p. 739. https://doi.org/10.1524/ract.2006.94.9.739

    Article  CAS  Google Scholar 

Download references

ACKNOWLEDGMENTS

The authors are grateful to L.I. Larina (Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences) for taking the 15N NMR spectra. The studies were carried out using the material and technical base of the Baikal Analytical Center for Collective Use, Siberian Branch, Russian Academy of Sciences.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to L. V. Zhilitskaya.

Ethics declarations

No conflict of interest was declared by the authors.

Additional information

To the 100th Anniversary of M.G. Voronkov

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Dorofeev, I.А., Zhilitskaya, L.V. & Yarosh, N.О. Synthesis of Salts and Ionic Liquids on the Basis of 2-Aminothiazolium Cations. Russ J Gen Chem 91, 2447–2452 (2021). https://doi.org/10.1134/S1070363221120136

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363221120136

Keywords:

Navigation