Table of Contents
ISRN Organic Chemistry
Volume 2012 (2012), Article ID 945893, 6 pages
http://dx.doi.org/10.5402/2012/945893
Research Article

Interaction of the O-Benzoyl- 𝜷 -aminopropioamidoximes with Lawesson's Reagent and Spectral Characterization of the Products

1Laboratory of Synthetic and Natural Drug Chemistry, JSC “A. B. Bekturov Institute of Chemical Sciences”, 106 Shokan Ualickhanov Street, Almaty 050010, Kazakhstan
2Laboratory of Physical Methods, Sh. Ualikhanov Kokshetau State University, 76 Abay Street, Kokshetau 020000, Kazakhstan

Received 11 October 2011; Accepted 30 October 2011

Academic Editors: P. M. T. Ferreira and I. Tellitu

Copyright © 2012 Lyudmila Kayukova et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. M. D. Mashkovskii, “Medicinal remedies,” Moscow: New Wave, vol. 2, pp. 309–310, 2002. View at Google Scholar
  2. N. Serradji, O. Bensaid, M. Martin et al., “Structure-activity relationships in platelet-activating factor. Part 13: synthesis and biological evaluation of piperazine derivatives with dual anti-PAF and anti-HIV-1 or pure antiretroviral activity,” Bioorganic and Medicinal Chemistry, vol. 14, no. 23, pp. 8109–8125, 2006. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  3. L. A. Kayukova, K. D. Praliyev, R. A. Agzamova, and V. L. Bismilda, “In vitro antitubercular testing of the new derivatives of amidoximes on the Bactec system,” in Proceedings of the 33rd Iuatld World Conference on Lung Health & 3rd stop tb dots expansion working group meeting, p. 165, Montreal, Canada, October 2002.
  4. L. A. Kayukova, R. A. Agzamova, V. L. Bismilda, U. A. Kozhamkulov, and G. M. Pichkhadze, “Biological activity of the new derivatives of β-aminopropioamidoximes,” in Proceedings of the Congress and 86th Conference of The Canadian Society for Chemistry, p. 280, Ottawa, Canada, August 2003.
  5. L. A. Kayukova, M. A. Orazbaeva, V. L. Bismilda, and L. T. Chingisova, “Synthesis and antituberculosis activity of O-aroyl-β-(4- phenylpiperazin-1-yl)propioamidoximes,” Pharmaceutical Chemistry Journal, vol. 44, no. 7, pp. 356–359, 2010. View at Publisher · View at Google Scholar · View at Scopus
  6. T. Ozturk, E. Ertas, and O. Mert, “A berzelius reagent, phosphorus decasulfide (P4S10), in organic syntheses,” Chemical Reviews, vol. 110, no. 6, pp. 3419–3478, 2010. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  7. M. Jesberger, T. P. Davis, and L. Barner, “Applications of Lawesson's reagent in organic and organometallic syntheses,” Synthesis, no. 13, pp. 1929–1958, 2003. View at Google Scholar · View at Scopus
  8. Th. J. Curphey, “Thionation with the Reagent Combination of Phosphorus Pentasulfide and Hexamethyldisiloxane,” Journal of Organic Chemistry, vol. 67, no. 18, pp. 6461–6473, 2002. View at Google Scholar
  9. D. Brayton, F. E. Jacobsen, S. M. Cohen, and P. J. Farmer, “A novel heterocyclic atom exchange reaction with Lawesson's reagent: a one-pot synthesis of dithiomaltol,” Chemical Communications, no. 2, pp. 206–208, 2006. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  10. Z. Kaleta, B. T. Makowski, T. Soós, and R. Dembinski, “Thionation using fluorous Lawesson's reagent,” Organic Letters, vol. 8, no. 8, pp. 1625–1628, 2006. View at Publisher · View at Google Scholar · View at PubMed · View at Scopus
  11. T. Nishio, “Reaction of (1,ω)-N-acylamino alcohols with Lawesson's reagent: synthesis of sulfur-containing heterocycles,” Journal of Organic Chemistry, vol. 62, no. 4, pp. 1106–1111, 1997. View at Google Scholar · View at Scopus
  12. Sh. Araki, T. Goto, and Ya. Butsugan, “One-step conversion of mesoionic olate to thiolate by Lawesson’s reagent,” Bulletin of the Chemical Society of Japan, vol. 61, pp. 2977–2978, 1988. View at Google Scholar
  13. R. Rico-Gomes, F. Naiera, J. M. Lopez-Romero, and P. Canada-Rudner, “Solvent free synthesis of thioalkylxanthines from alkylxanthines using microwave irradiation,” Heterocycles, vol. 53, no. 10, pp. 2275–2278, 2000. View at Google Scholar
  14. R. S. Varma and D. Kumar, “Microwave-accelerated solvent-free synthesis of thioketones, thiolactones, thioamides, thionoesters, and thioflavonoids,” Organic Letters, vol. 1, no. 5, pp. 697–700, 1999. View at Google Scholar · View at Scopus
  15. K. M. Beketov, J. T. Welch, P. Toskano, L. A. Kayukova, A. L. Akhelova, and K. D. Praliev, “Crystal and molecular structure of β-piperidinopropioamidoxime monochloroacetate and hydrochlorides of its O-benzoylation products,” Journal of Structural Chemistry, vol. 45, no. 3, pp. 509–517, 2004. View at Publisher · View at Google Scholar · View at Scopus
  16. L. A. Kayukova, I. S. Zhumadildaeva, and K. D. Praliyev, “Cyclization of O-benzoyl-β-piperidinopropionamidoximes to form 5-phenyl-3-(β-piperidino)ethyl-1,2,4-oxadiazoles,” Russian Chemical Bulletin, vol. 51, no. 11, pp. 2100–2105, 2002. View at Publisher · View at Google Scholar · View at Scopus
  17. L. A. Kayukova, “Conditions for the heterocyclization of O-aroyl-β-morpholinopropioamide oximes to 5-aryl-3-(β-morpholino)ethyl-1,2,4-oxadiazoles,” Chemistry of Heterocyclic Compounds, vol. 39, no. 2, pp. 223–227, 2003. View at Publisher · View at Google Scholar
  18. L. A. Kayukova and M. A. Orazbaeva, “Synthesis of β-(thiomorpholin-1-yl)propionitrile and β-(thiomorpholin-1-yl)propioamidoxime; obtaining of O-aroyl-β-( thiomorpholin-1-yl) propioamidoximes, as potential antitubercular means,” Bulletin of the National Academy of Sciences of the Republic of Kazakhstan. Chemical Series, no. 5, pp. 37–42, 2007. View at Google Scholar
  19. L. A. Kayukova, M. A. Orazbaeva, V. L. Bismilda, and L. T. Chingisova, “Synthesis and antituberculosis activity of O-aroyl-β-(4-phenylpiperazin-1-yl)propioamidoximes,” Pharmaceutical Chemistry Journal, vol. 44, no. 7, pp. 356–359, 2010. View at Publisher · View at Google Scholar
  20. L. A. Kayukova, K. M. Beketov, A. L. Akhelova, and K. D. Praliev, “Synthesis of 2-[2-(5-phenyl-1,2,4-oxadiazol-3-yl)-ethyl]benzimidazole and its X-Ray analysis,” Chemistry of Heterocyclic Compounds, vol. 42, no. 7, pp. 914–917, 2006. View at Publisher · View at Google Scholar