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Optimization of conditions for synthesizing sulfonated hydrazides of benzoic and benzenesulfonic acids

  • Organic Synthesis and Industrial Organic Chemistry
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Abstract

The kinetic relationships of arenesulfonation of benzoic and benzenesulfonic acid hydrazides were studied. Based on the data obtained, the conditions for synthesizing these products were optimized. The synthesis can be performed using aqueous-organic solvents containing 2-propanol, 1,4-dioxane, or tetrahydrofuran as nonaqueous component. The thermal stability of benzenesulfohydrazide and its sulfonation product was compared on the basis of data of gas chromatography–mass spectrometry. The fragmentation pathways of the reactants and target product, sulfonated benzenesulfohydrazide, were suggested.

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References

  1. Ioffe, B.V., Kuznetsov, M.A., and Potekhin, A.A., Khimiya organicheskikh proizvodnykh gidrazina (Chemistry of Organic Hydrazine Derivatives), Leningrad: Khimiya, 1978.

    Google Scholar 

  2. Khimicheskie dobavki k polimeram: Spravochnik (Chemical Additives to Polymers: Handbook), Maslova, I.P., Ed., Moscow: Khimiya, 1981, 2nd ed..

  3. Caballero, J., Vergara-Jaque, A., Fernandez, M., and Coll, D., Mol. Divers., 2009, vol. 13, pp. 493–500.

    Article  CAS  Google Scholar 

  4. Grekov, A.P. and Veselov, V.Ya., Zh. Org. Khim., 1976, vol. 12, no. 7, pp. 1476–1481.

    CAS  Google Scholar 

  5. Shlyapova, A.N., Stepanova, M.S., and Kuritsyn, L.V., Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 1987, vol. 30, no. 1, pp. 31–34.

    CAS  Google Scholar 

  6. Kustova, T.P. and Kuritsyn, L.V., Russ. J. Gen. Chem., 1999, vol. 69, no. 2, pp. 280–282.

    CAS  Google Scholar 

  7. Kustova, T.P. and Sundeeva, N.A., Russ. J. Gen. Chem., 2004, vol. 74, no. 4, pp. 606–609.

    Article  CAS  Google Scholar 

  8. Kuritsyn, L.V., Kustova, T.P., Sadovnikov, A.I., et al., Kinetika reaktsii atsil’nogo perenosa (Kinetics of Acyl Transfer Reactions), Kuritsyn, L.V., Ed., Ivanovo: Ivanovsk. Gos. Univ., 2006.

  9. Fedorov, M.S., Giricheva, N.I., Ivanov, S.N., and Girichev, G.V., Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 2013, vol. 56, no. 2, pp. 54–58.

    CAS  Google Scholar 

  10. Kustova, T.P., Smirnova, E.G., Kochetova, L.B., and Kalinina, N.V., Russ. J. Appl. Chem., 2014, vol. 87, no. 9, pp. 1274–1278.

    Article  CAS  Google Scholar 

  11. Grekov, A.P. and Veselov, V.Ya., Russ. Chem. Rev., 1978, vol. 47, no. 7, pp. 631–648.

    Article  Google Scholar 

  12. Berlin, A.A. and Shutov, F.A., Khimiya i tekhnologiya gazonapolnennykh vysokopolimerov (Chemistry and Technology of Gas-Filled High Polymers), Moscow: Nauka, 1980, p. 503.

    Google Scholar 

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Authors and Affiliations

  1. Ivanovo State University, ul. Ermaka 39, Ivanovo, 153025, Russia

    T. P. Kustova, A. A. Kruglyakova & L. B. Kochetova

  2. Krestov Institute of Solution Chemistry, Russian Academy of Sciences, ul. Akademicheskaya 1, Ivanovo, 153045, Russia

    M. S. Gruzdev

Authors
  1. T. P. Kustova
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  2. A. A. Kruglyakova
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  3. M. S. Gruzdev
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  4. L. B. Kochetova
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Correspondence to T. P. Kustova.

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Original Russian Text © T.P. Kustova, A.A. Kruglyakova, M.S. Gruzdev, L.B. Kochetova, 2016, published in Zhurnal Prikladnoi Khimii, 2016, Vol. 89, No. 4, pp. 495−504.

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Kustova, T.P., Kruglyakova, A.A., Gruzdev, M.S. et al. Optimization of conditions for synthesizing sulfonated hydrazides of benzoic and benzenesulfonic acids. Russ J Appl Chem 89, 609–617 (2016). https://doi.org/10.1134/S1070427216040145

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  • DOI: https://doi.org/10.1134/S1070427216040145

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