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Synthesis and Crystal Structure of Dipotassium Salts of N-Alkyl-N-{[O-alkoxy(hydroxy)phosphoryl]methyl}ditiocarbamic Acids

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Abstract

A one-pot method for the synthesis of dipotassium salts of N-alkyl-N-{[O-alkoxy(hydroxy)phosphoryl]methyl}dithiocarbamic acids has been elaborated. Dipotassium salts of N-isopropyl-, N-butyl-, and N-cyclohexyl-N-{[hydroxy(O-ethoxy)phosphoryl]methyl}dithiocarbamic acids as well as N-{[O-butoxy(hydroxy)phosphoryl]methyl}-N-(2-methoxyethyl)dithiocarbamic acid have been synthesized and isolated. Crystal and molecular structure of the latter compound have been elucidated.

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REFERENCES

  1. Byr’ko, V.M., Ditiokarbamaty (Dithiocarbamates), Moscow: Nauka, 1984.

  2. Bai, Z., Zhang, J., Zhang, Q., Zhang, T., Li, J., Zhao, Q., Wang, Z., He, D., Cheng, J., Zhang, J., and Liu, B., Eur. J. Med. Chem., 2018, vol. 159, p. 339. https://doi.org/10.1016/j.ejmech.2018.10.004

    Article  CAS  PubMed  Google Scholar 

  3. Criado, J.J., Lopez-Arias, J.A., Macias, B., FernandezLago, L.R., and Salas, J.M., Inorg. Chim. Acta, 1992, vol. 193, no. 2, p. 229. https://doi.org/10.1016/s0020-1693(00)80357-6

    Article  CAS  Google Scholar 

  4. Pustelny, K., Bielanska, J., Plonka, P.M., Rosen, G.M., and Elas, M., Nitric Oxide, 2007, vol. 16, no. 2, p. 202. https://doi.org/10.1016/j.niox.2006.10.002

    Article  CAS  PubMed  Google Scholar 

  5. Dennis, K.E. and Valentine, W.M., Chem. Res. Toxicol., 2015, vol. 28, no. 4, p. 682. https://doi.org/10.1021/tx500450x

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  6. Valentine, H.L., Viquez, O.M., Amarnath, K., Amarnath, V., Zyskowski, J., Kassa, E.N., and Valentine, W.M., Chem. Res. Toxicol., 2009, vol. 22, no. 1, p. 218. https://doi.org/10.1021/tx8003714

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  7. Srivastava, A.K., J. Indian Chem. Soc., 2009, vol. 86, no. 3, p. 281.

    CAS  Google Scholar 

  8. Giovagnini, L., Sitran, S., Montopoli, M., Caparrotta, L., Corsini, M., Rosani, C., Zanello, P., Dou, Q.P., and Fregona, D., Inorg. Chem., 2008, vol. 47, no. 14, p. 6336. https://doi.org/10.1021/ic800404e

    Article  CAS  PubMed  Google Scholar 

  9. Aksenin, N.S., Bukharov, M.S., Garifzyanov, A.R., Serov, N.Yu., Gilyazetdinov, Je.M., Mirzayanov, I.I., and Shtyrlin, V.G., Sb. mater. XIII Vserossiiskoi molodezhnoi nauchno-innovatsionnoi shkoly “Matematika i matematicheskoe modelirovanie” (Coll. Mater. XIII All-Russ. Youth Scientific and Innovative School “Mathematics and Mathematical Modeling”), Sarov, 2019, p. 239.

  10. Tlahuext, H., Rosas-Valdéz, E., López-Cardoso, M., Román-Bravo, P., Vargas-Pineda, G., Montiel-Palma, V., Cotero-Villegas, A.M., Pérez-Redondo, M.C., and Cea-Olivares, R., J. Mol. Struct., 2018, vol. 1169, p. 68. https://doi.org/10.1016/j.molstruc.2018.05.029

    Article  CAS  Google Scholar 

  11. Bruker. APEX3. Crystallography Software Suite, Bruker AXS, Inc., Madison, WI, USA, 2016.

  12. Bruker. SAINT. Crystallography Software Suite, Bruker AXS, Inc., Madison, WI, USA, 2016.

  13. Krause, L., Herbst-Irmer, R., Sheldrick, G.M., and Stalk, D.J., Appl. Crystallogr., 2015, vol. 48, p. 3. https://doi.org/10.1107/S1600576714022985

    Article  CAS  Google Scholar 

  14. Sheldrick, G.M., Acta Crystallogr. (A), 2015, vol. 71, p. 3. https://doi.org/10.1107/S2053273314026370

    Article  CAS  Google Scholar 

  15. Sheldrick, G.M., Acta Crystallogr. (A), 2008, vol. 64, p. 112. https://doi.org/10.1107/S0108767307043930

    Article  CAS  Google Scholar 

  16. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., and Puschmann, H., J. Appl. Cryst., 2009, vol. 42, p. 339. https://doi.org/10.1107/S0021889808042726

    Article  CAS  Google Scholar 

  17. Zakharov, S.V., Nuriazdanova, G.Kh., Garifzyanov, A.R., Galkin, V. I., and Cherkasov, R.A., Russ. J. Gen. Chem., 2004, vol. 74, no. 6, p. 873. https://doi.org/10.1023/B:RUGC.0000042422.61124.b3

    Article  CAS  Google Scholar 

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Funding

This study was financially supported by the Russian Foundation for Basic Research (project 18-33-20072).

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Correspondence to I. I. Mirzayanov.

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Mirzayanov, I.I., Garifzyanov, A.R., Islamov, D.R. et al. Synthesis and Crystal Structure of Dipotassium Salts of N-Alkyl-N-{[O-alkoxy(hydroxy)phosphoryl]methyl}ditiocarbamic Acids. Russ J Gen Chem 90, 381–384 (2020). https://doi.org/10.1134/S1070363220030081

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