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Russian Journal of Organic Chemistry

, Volume 55, Issue 5, pp 730–733 | Cite as

Synthesis of Dialkyl 5-Amino-2-hydroxy-4,6-dimethylisophthalates and Their Sulfonylation

  • I. G. PovarovEmail author
  • N. A. Shilenkov
  • I. V. Peterson
  • G. A. Suboch
  • M. S. Tovbis
Short Communications
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Abstract

Dimethyl 5-amino-2-hydroxy-4,6-dimethylisophthalate and dimethyl 5-amino-2-hydroxy-4,6-dimethylisophthalate were obtained in the free form for the first time. The products were sulfonylated with p-toluenesulfonyl to obtain previously unknown dialkyl 5-(4-toluenesulfonamido)-2-hydroxy-4,6-dimethylisophthalates. The use of p-acetamidobenzenesulfonyl chloride as the sulfonylating agent in this reaction led to the formation of dialkyl 5-(4-acetamidobenzenesulfonamido)-2-hydroxy-4,6-dimethyl isophthalates. The synthesized sulfonamide derivatives are of interest as potentially biologically active compounds. The structure of all the obtained compounds was proved using IR and NMR spectroscopy and mass spectrometry.

Keywords

synthesis sulfonylation p-toluenesulfonyl chloride p-acetamidobenzenesulfonyl chloride aminoisophthalates IR spectroscopy NMR spectroscopy mass spectrometry 

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Notes

Acknowledgments

The work performed using the equipment of the Center for Colletive Use, Krasnoyarsk Research Center, Siberian Branch, Russian Academy of Sciences.

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Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • I. G. Povarov
    • 1
    Email author
  • N. A. Shilenkov
    • 1
  • I. V. Peterson
    • 2
  • G. A. Suboch
    • 1
  • M. S. Tovbis
    • 1
  1. 1.Reshetnev Siberian State University of Science and TechnologyKrasnoyarskRussia
  2. 2.Institute of Chemistry and Chemical Technology, Siberian BranchRussian Academy of SciencesKrasnoyarskRussia

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