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Effective Single-Reactor Synthesis of Dithiocarbamates and Investigation of Their Flotation Properties

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Abstract

The reaction of n-butylamine with carbon disulfide in the presence of NaOH followed by the reaction with 2-chloroethanol or benzоyl chloride leads to the formation of previously unknown S-organyl-N-butyldithiocarbamates in 83–92% yield. The flotation activity of 2-hydroxyethylbutyldithiocarbamate as an additional collector in the flotation of gold-bearing sulfide ore was studied.

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REFERENCES

  1. Ajiboye, T.O., Ajiboye, T.T., Marzouki, R., and Onwudiwe, D.C., Int. J. Mol. Sci., 2022, vol. 23, p. 1317. https://doi.org/10.3390/ijms23031317

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  2. Kaul, L., Süss, R., Zannettino, A., and Richter, K., iScience, 2021, vol. 24, article 102092. https://doi.org/10.1016/j.isci.2021.102092

  3. Viola-Rhenals, M., Patel, K.R., Jaimes-Santamaria, L., Wu, G., Liu, J., and Dou, Q.P., Curr. Med. Chem., 2018, vol. 25, p. 506. https://doi.org/10.2174/0929867324666171023161121

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  4. Kurian, J.K., Peethambaran, N.R., Mary, K.C., and Kuriakose, B., J. Appl. Polym. Sci., 2000, vol. 78, p. 304. https://doi.org/10.1002/1097-4628(20001010)78:

    Article  CAS  Google Scholar 

  5. Cvek, B. and Dvorak, Z., Curr. Pharm. Des., 2007, vol. 13, p. 3155. https://doi.org/10.2174/138161207782110390

    Article  CAS  PubMed  Google Scholar 

  6. Greene, T.W. and Wuts, P.G.M., Protecting Groups in Organic Synthesis, New York: Wiley Interscience, 1999, 3rd edn., p. 484.

  7. Hassan, E.A. and Zayed, S.E., Phosphorus Sulfur Silicon, 2014, vol. 189, p. 300.

    Article  CAS  Google Scholar 

  8. Saha, A., Nasir Baig, R.B., Leazer, J., and Varma, R.S., Chem. Commun., 2012, vol. 48, p. 8889. https://doi.org/10.1039/C2CC32894A

    Article  CAS  Google Scholar 

  9. Bereman, R.D. and Nalewajek, D., Inorg. Chem., 1978, vol. 17, p. 41085. https://doi.org/10.1021/ic50182a058

    Article  Google Scholar 

  10. Bala, V., Gupta, G., and Sharma, V., Mini-Rev. Med. Chem., 2014, vol. 14, p. 1021.

    Article  CAS  PubMed  Google Scholar 

  11. Duan, Y.C., Zheng, Y.C., Li, X.C., Wang, M.M., Ye, X.W., Guan, Y.Y., Liu, G.Z., Zheng, J.X., and Liu, H.M., Eur. J. Med. Chem., 2013, vol. 64, p. 99. https://doi.org/10.1016/j.ejmech.2013.03.058

    Article  CAS  PubMed  Google Scholar 

  12. Diamond, A.E., Heuberger, J.W., and Horsfall, J., Phytopathology, 1943, vol. 33, p. 30.

    Google Scholar 

  13. He, X.Y., Lu, L., Qiu, J., Zou, P., Yu, F., Jiang, X. K., Li, L., Jiang, S., Liu, S., and Xie, L., Bioorg. Med. Chem., 2013, vol. 21, p. 7539. https://doi.org/10.1016/j.bmc.2013.04.046

    Article  CAS  PubMed  Google Scholar 

  14. Harrison, J.J., Turner, R.J., and Ceri, H., FEMS Microbiol. Lett., 2011, vol. 272, p. 172. https://doi.org/10.1111/j.1574-6968.2007.00745

    Article  Google Scholar 

  15. Xu, L., Tong, J., Wu, Y., Zhao, S., and Lin, B.L., Biophys. Chem., 2021, vol. 276, article 106610. https://doi.org/10.1016/j.bpc.2021.106610

  16. Soyka, M. and Roesner, S., Expert Opin Pharmacother., 2006, vol. 7, p. 41. https://doi.org/10.1517/14656566.7.17.2341

    Article  Google Scholar 

  17. Singh, A.N., Srivastava, S., and Jainar, A.K., Drugs Today (Barc.), 1999, vol. 35, p. 27.

    Article  CAS  PubMed  Google Scholar 

  18. Ma, X., Hu, Y., Zhong, H., Wang, S., Liu, G., and Zhao, G., Appl. Surf. Sci., 2016, vol. 365, p. 342. https://doi.org/10.1016/j.apsusc.2016.01.048

    Article  CAS  Google Scholar 

  19. Liu, S., Liu, G., Zhong, H., and Yang, X., J. Ind. Eng. Chem., 2017, vol. 52, p. 359. https://doi.org/10.1016/j.jiec.2017.04.015

    Article  CAS  Google Scholar 

  20. Liu, S., Dong, Y., Xie, L., Liu, G., Zhong, H., and Zeng, H., Chem. Eng. Sci., 2021, vol. 245, article 116765. https://doi.org/10.1016/j.ces.2021.116765

  21. Schubart, R., Dithiocarbamic Acid and Derivatives, in Ullmann’s Encyclopedia of Industrial Chemistry, 2000. https://doi.org/10.1002/14356007.a09_001

  22. Nedolya, N.A. and Trofimov, B.A., Sulfur Rep., 1994, vol. 15, no. 2, p. 237. https://doi.org/10.1080/01961779408048961

    Article  CAS  Google Scholar 

  23. Azizi, N., Aryanasab, F., and Saidi, M.R., Org. Lett., 2006, vol. 8, p. 5275. https://doi.org/10.1021/ol0620141

    Article  CAS  PubMed  Google Scholar 

  24. Madassery, G.P., Vageesh, M., Panja, S., Hima, P., and Dey, R., ChemistrySelect, 2022, vol. 7, article e202202136. https://doi.org/10.1002/slct.202202136

  25. Cui, J.-L., Ge, Z.-M, Cheng, T.-M., and Li, R., Synth. Commun., 2003, vol. 33, p. 1969. https://doi.org/10.1081/SCC-120021023

    Article  CAS  Google Scholar 

  26. Azizi, N., Pourhasan, B., Aryanasab, F., and Saidi, M.R., Synlett, 2007, no. 8, p. 1239. https://doi.org/10.1055/s-2007-977450

    Article  CAS  Google Scholar 

  27. Movassagh, B. and Shokri, B., Int. J. Org. Chem., 2012, vol. 2, p. 248. https://doi.org/10.4236/ijoc.2012.23033

    Article  CAS  Google Scholar 

  28. Hadjikostas, C.C., Katsoulos, G.A., and Shakhatreh, S.A., Inorg. Chim. Acta, 1987, vol. 133, p. 129. https://doi.org/10.1016/S0020-1693(00)84383-2

    Article  CAS  Google Scholar 

  29. Mansouri-Torshizi, H., I-Moghaddam, M., Divsalar, A., and Saboury, A.A., Bioorg. Med. Chem., 2008, vol. 16, p. 9616. https://doi.org/10.1016/j.bmc.2008.08.021

    Article  CAS  PubMed  Google Scholar 

  30. Larina, L.I., Albanov, A.I., Zelinskiy, S.N., Annenkov, V.V., and Rusakova, I.L., Magn. Reson. Chem., 2023, vol. 61, p. 277. https://doi.org/10.1002/mrc.5331

    Article  CAS  PubMed  Google Scholar 

  31. Dunne, R., Flotation of Gold and Gold-bearing Ores, in Developments in Mineral Processing, Mike, D., Adams, B., and Wills, A., Eds., Elsevier, 2005, vol. 15, p. 309. https://doi.org/10.1016/S0167-4528(05)15014-5

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Funding

The work was carried out using the equipment of the Baikal Analytical Center for Collective Use of the Siberian Branch of the Russian Academy of Sciences. The study was carried out with financial support from the Russian Science Foundation (project no. 22-77-00009).

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Correspondence to N. V. Vchislo.

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I.B. Rozentsveig is the Guest Editor of the Special Issue of the Russian Journal of General Chemistry. The remaining authors declare no conflict of interest.

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To the 85th Anniversary of B.A. Trofimov

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Burdonov, А.Е., Sakhabutdinova, Т.K., Rozentsveig, I.B. et al. Effective Single-Reactor Synthesis of Dithiocarbamates and Investigation of Their Flotation Properties. Russ J Gen Chem 93 (Suppl 1), S198–S202 (2023). https://doi.org/10.1134/S1070363223140116

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  • DOI: https://doi.org/10.1134/S1070363223140116

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