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3-Cyano-4,6-dimethyl-5-R-pyridine-2-sulfonyl chlorides and N-substituted sulfonylamides based on them

  • I. G. DmitrievaEmail author
  • L. V. Dyadyuchenko
  • V. D. Strelkov
  • E. A. Kaigorodova
Article

3-Cyanopyridine-2-sulfonyl chlorides were synthesized by the oxidative chlorination of the respective 3-cyanopyridine-2(1H)-2-thiones. It was established that 3-cyano-4,6-dimethylpyridine-2-sulfonyl chloride eliminates a SO2 molecule at the isolation stage. N-Substituted sulfonylamides based on the latter were obtained by the reaction of the crude sulfonyl chloride with amines in an aqueous medium.

Keywords

sulfonylamides sulfonyl chlorides oxidative chlorination synthesis elimination 

References

  1. 1.
    Eur. Pat. Appl. 1402890, 2004; Ref. Zh. Khim., 18O60P (2004).Google Scholar
  2. 2.
    Jpn. Pat. Appl. 1211567, 1989; Ref. Zh. Khim., 11O48P (1991).Google Scholar
  3. 3.
    US Pat. 4761173, 1988; Ref. Zh. Khim., 4O419P (1990).Google Scholar
  4. 4.
    Jpn. Pat. Appl. 1272566, 1989; Ref. Zh. Khim., 4O390P (1991).Google Scholar
  5. 5.
    Weygand-Hilgetag, Experimental Methods in Organic Chemistry [Russian translation], Khimiya, Moscow (1969), p. 613.Google Scholar
  6. 6.
    E. A. Kaigorodova, L. D. Konyushkin, M. E. Niyazymbetov, S. N. Kvak, V. N. Zaplishnyi, and V. P. Litvinov, Izv. Akad. Nauk, Ser. Khim., 2215 (1994).Google Scholar
  7. 7.
    L. I. Bellamy, The Infra-red Spectra of Complex Molecules [Russian translation], Izd-vo inostr. lit., Moscow, (1963), p. 515.Google Scholar
  8. 8.
    A. Waisberger, E. Proskauer, D. Riddik, and E. Tupps, Organic solvents [Russian translation], Izd-vo inostr. lit., Moscow, (1958).Google Scholar
  9. 9.
    L. V. Dyaduchenko, V. D. Strelkov, S. N. Mikhailychenko, V. N. Zaplishny, Khim. Geterotsikl. Soedin., 381 (2004). [Chem. Heterocycl. Comp., 40, 308 (2004)].Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  • I. G. Dmitrieva
    • 1
    Email author
  • L. V. Dyadyuchenko
    • 1
  • V. D. Strelkov
    • 2
  • E. A. Kaigorodova
    • 3
  1. 1.Kuban State Agrarian UniversityKrasnodarRussia
  2. 2.All-Russia Research Institute of Biological Plants ProtectionKrasnodarRussia
  3. 3.Kuban State University of TechnologyKrasnodarRussia

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