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Abstrakty
2-Alkoxy-6-chloro-7-methylpurines 3 were prepared by 6-chloro-dealkoxylation of 2,6-dialkoxy-7-methylpurines 4. Reactions of alkoxy-chloro-7-methylpurines 2 and 3 with methyl iodide led as N-9 methylation and as N-3 methylation to give N-methyl purinium salts 9 and 11 from purine 2 or 6 and 7 from purine 3. The formation of purinium salts was accompanied by 6-iodo-dechlorination leading from 3 to 6-iodopurinium salt 5 and by alkyl iodide elimination leading to hypoxanthine 10.
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Tom
Strony
1327--1332
Opis fizyczny
Bibliogr. 21 poz., rys.
Twórcy
autor
- Department of Organic Chemistry, Silesian School of Medicine, Jagiellońska 4, 41-200 Sosnowiec, Poland
autor
- Department of Organic Chemistry, Silesian School of Medicine, Jagiellońska 4, 41-200 Sosnowiec, Poland
Bibliografia
- 1. Priml J. and Prystas M., in Adv. Heterocyclic Chem., Vol VIII, ed. by Katritzky A.R., Academic Press Inc., NY, 1968, p. 115-142.
- 2. Boryski J., Nucleosides & Nucleotides, 15, 771 (1996).
- 3. Boryski J. and Golankiewicz B., Nucleosides & Nucleotides, 8, 529 (1989).
- 4. Fujii T. and Itaya T., Heterocycles, 51, 1141 (1999).
- 5. Fujii T. and Itaya T., Heterocycles, 51, 393 (1999).
- 6. Lin Y.L., Lee H.P., Ou J.C. and Kuo Y.H., Heterocycles, 43, 781 (1996).
- 7. Lin Y.L., Huang R.L., Chang C.M. and Kuo Y.H., J. Nat. Prod., 60, 982 (1997).
- 8. Bredereck H., Christmann O., Koser W., Schelenberg P. and Nast R., Chem. Ber., 95, 1812 (1962).
- 9. Muravic-Aleksandr H.L., Kolesova M.B., Pernikova V.G. and Smirnova N.V., Zh. Org. Khim., 19, 640 (1983).
- 10. Jacobsen E. and Gundersen L.L., Heterocycles, 53, 935 (2000).
- 11. Shaw G., in Rodd's Chemistry of Carbon Compounds, Vol. IVL, II ed., Elsevier, Amsterdam-Oxford-NY, 1980, p. 1.
- 12. ShawG., in ComprehesiveHeterocyclic Chemistry, vol. V, (ed. by Potts K.T.) (Katritzky A.R. and Rees C.W., general eds.), Pergamon Press, Oxford, NY, 1984, pp. 525-536.
- 13. Kowalska A., Maślankiewicz A., Chojnacki H. and Wisor A.K., Polish J. Chem., 67, 857 (1993).
- 14. Bergman E. and Heimhold H., J. Chem. Soc., 955 (1935).
- 15. Fischer E., Ber., 30, 2400 (1897).
- 16. Kowalska A., Pluta K., Maślankiewicz A. and Luboradzki R,,J. Chem. Cryst., 29, 103 (1999).
- 17. a) Reichman U., Bergmann F. and Lichtenberg D., J. Chem. Soc., Perkin Trans I, 2647 (1973); b) Kohda K., Baba K. and Kawazoe Y., Chem. Pharm. Bull., 34, 2298 (1986); c) Shinozuka K., Wilkowski K., Heyl B.L. and Marzilli L.G., Inorg. Chim. Acta., 100, 141 (1985).
- 18. Smalley R.K., in Quinolines, Part I, (ed. Jones G.), chapter 3, p. 419, J. Wiley, London, NY, Sydney, Toronto, 1977.
- 19. a) Szczepaniak W., Instrumental Methods in Chemical Analysis, PWN, Warszawa, 1985, p. 261 (in Polish); b) Cygański A., Electroanalytical Methods, WNT, Warszawa, 1995, chapter 3.6 (in Polish).
- 20. Ovcharova J.M., Nikolaeva L.A. and Golovchinskaya E.S., Khim. Farm. Zh., 2, 18 (1968).
- 21. Kowalska A., Maślankiewicz A., Syrek B. and Ciepliński P., Monatsh. Chem., 116, 341 (1985
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ1-0019-0041
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