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Synthesis and Spectral Characteristics of Hydrazinocarbonothioyl Derivatives of Maleopimaric Acid

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Abstract

Reaction of acyl isothiocyanates of 2-allyl- and 2-benzylmaleopimarimides with 3-carboxy- and 2,4-dinitrophenylhydrazines and hydrazides of some aromatic acids (benzoic, 4-hydroxy- and 4-methoxybenzoic, nicotinic, isonicotinic) furnished linear hydrazinocarbonothioyl derivatives of these maleopimarimides in high yields. Structure of the synthesized compounds was determined by 1H,13C, 1H–13C HSQC, 1H–13C HMBC, COSY, NOESY, and 1H–15N HMBC NMR spectroscopy methods.

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REFERENCES

  1. Maiti, S., Ray, S.S., and Kundu, A.K., Prog. Polym. Sci., 1989, p. 297. https://doi.org/10.1016/0079-6700(89)90005-1

  2. Vafina, G.F., Khanova, M.D., Esaulkova, Ya.L., Sinegubova, E.O., Slita, A.V., and Zarubaev, V.V., Chem. Nat. Compd., 2021, vol. 57, no. 2, p. 323. https://doi.org/10.1007/s10600-021-03341-х

    Article  CAS  Google Scholar 

  3. Tretyakova, E.V., Smirnova, I.E., Kazakova, O.B., Tolstikov, G.A., Yavorskaya, N.P., Golubeva, I.S., Pugacheva, R.B., Apryshko, G.N., and Poroikov, V.V., Bioorg. Med. Chem., 2014, vol. 22, p. 6481. https://doi.org/10.1016/j.bmc.2014.09.030

    Article  CAS  PubMed  Google Scholar 

  4. Liu, G., Chen, C., Wu, G., and Kong, Zh., BioResources, 2013, vol. 8, p. 4218.

    Google Scholar 

  5. Yao, G.-y., Ye, M.-yi, Huang, R.-zh., Li, Ya-j., Zhu, Y.-t., Pan, Y.-m., Liao, Zh.-X., and Wang, H.-sh., Bioorg. Med. Chem. Lett., 2013, vol. 23, no. 24, p. 6755. https://doi.org/10.1016/j.bmcl.2013.10.028

    Article  CAS  PubMed  Google Scholar 

  6. Tolstikov, G.A., Tolstikova, T.G., Shul’ts, E.E., Tolstikov, S.Ye., and Khvostov, M.V., Smolyanye kisloty khvoinykh Rossii. Khimiya, farmakologiya (Resin Acids from Russian Forest Conifers: Chemistry and Pharmacology), Novosibirsk: Geo, 2011.

  7. Bedane, K.G. and Singh, G.S., Arkivoc, 2015, vol. 6, p. 206. https://doi.org/10.3998/ark.5550190.p009.052

    Article  CAS  Google Scholar 

  8. Nassar, I.F., Att-Allah, S.R., and Hemdan, M.M., Phosphorus, Sulfur, Silicon, Relat. Elem., 2018, vol. 193, no. 10, p. 630. https://doi.org/10.1080/10426507.2018.1487435

    Article  CAS  Google Scholar 

  9. Hemdan, M.M., Fahmy, A.F., Ali, N.F., Hegaz, I.E., and Abd-Elhaleem, A., Chin. J. Chem., 2007, vol. 25, p. 388. https://doi.org/10.1002/cjoc.200890074

    Article  Google Scholar 

  10. Vafina, G.F., Mukhamed’yanova, A.A., Khanova, M.D., and Spirikhin, L.V., Chem. Heterocycl. Compd., 2018, vol. 54, no. 8, p. 796. https://doi.org/10.1007/s10593-018-2352-5

    Article  CAS  Google Scholar 

  11. Li, H., Gong, L., Yang, X., Wang, Y., Dai, L., Yuan, Zh., Liao, B., and Jie, Y., Patent CN 104558095A, 2015.

  12. Vafina, G.F., Khanova, M.D., Meshcheryakova, S.A., and Bulgakov, A.K., Chem. Nat. Compd., 2019, vol. 55, no. 5, p. 868. https://doi.org/10.1007/s10600-019-02835-z

    Article  CAS  Google Scholar 

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Funding

This work was carried out within the framework of the state task (no. 1021062311395-6-1.4.1, “Synthesis of biologically active substances based on natural compounds. Creation of environmentally friendly materials and technologies”).

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Center of the Russian Academy of Sciences, 450054, Ufa, Russia

    G. F. Vafina & A. I. Poptsov

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  1. G. F. Vafina
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  2. A. I. Poptsov
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Correspondence to G. F. Vafina.

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Vafina, G.F., Poptsov, A.I. Synthesis and Spectral Characteristics of Hydrazinocarbonothioyl Derivatives of Maleopimaric Acid. Russ J Gen Chem 93, 1955–1965 (2023). https://doi.org/10.1134/S1070363223080042

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  • DOI: https://doi.org/10.1134/S1070363223080042

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