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Alkylation of 5-Aminotetrazole with Dihalo-Substituted Compounds in Dimethylformamide

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Abstract

Possible pathways of alkylation of 5-aminotetrazole with dihalo-substituted compounds and the alkylation products were studied.

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REFERENCES

  1. Koldobskii, G.I. and Ostrovskii, V.A., Usp. Khim., 1994, vol. 63, no. 10, pp. 847-865.

    Google Scholar 

  2. Barmin, M.I., Gromova, S.A., Lebedintseva, O.V., et al., Zh. Prikl. Khim., 1995, vol. 68, no. 8, pp. 1333-1338.

    Google Scholar 

  3. Gromova, S.A., Alkylation of Aminoazoles with Dihaloalkanes, Cand. Sci. Dissertation, St. Petersburg, 1997.

  4. Shchipanov, V.P., Tautomerism of 5-Aminotetrazole, Cand. Sci. Dissertation, Yekaterinburg, 1996.

  5. Butler, R.N., Comprehens. Heterocycl. Chem., 1984, vol. 5, no. 2, pp. 817-819.

    Google Scholar 

  6. Barmin, M.I., Shemyakin, A.I., and Mel'nikov, V.V., Sintez i svoistva bis-(5-aminotetrazolil)alkanov (Synthesis and Properties of Bis(5-aminotetrazolyl)alkanes), Available from ONIITEKhIM, Cherkassy, June 26, 1984, no. 1009-khp-84.

  7. Poplavskii, V.S., Titova, I.E., Ostrovskii, V.A., et al., Zh. Org. Khim., 1989, vol. 25, no. 10, pp. 2182-2186.

    Google Scholar 

  8. Shirobokov, I.Yu., Ostrovskii, V.A., and Koldobskii, G.I., Zh. Org. Khim., 1980, vol. 16, no. 4, pp. 788-792.

    Google Scholar 

  9. Shirobokov, I.Yu., Ostrovskii, V.A., and Koldobskii, G.I., Zh. Org. Khim., 1979, vol. 45, no. 4, pp. 839-844.

    Google Scholar 

  10. Titova, I.E., Poplavskii, V.S., Ostrovskii, V.A., et al., Zh. Org. Khim., 1987, vol. 23, no. 10, pp. 1082-1085.

    Google Scholar 

  11. Raap, R. and Howard, J., Can. J. Chem., 1969, vol. 47, no. 5, pp. 813-817.

    Google Scholar 

  12. Einberg, F., J. Org. Chem., 1970, vol. 35, no. 11, pp. 3978-3984.

    Google Scholar 

  13. Hattori, K., Lieber, F., and Horwitz, J.P., J. Am. Chem. Soc., 1956, vol. 78, no. 3, pp. 411-414.

    Google Scholar 

  14. Buzilova, S.R., Vrekhov, Yu.V., Afonin, A.V., et al., Zh. Org. Khim., 1989, vol. 25, no. 7, pp. 1524-1528.

    Google Scholar 

  15. Scott, F.L. and Tobin, J.C., J. Chem. Soc. (C), 1971, vol. 52, no. 3, pp. 703-709.

    Google Scholar 

  16. Tverdokhlebov, V.P., Tselinskii, I.V., Vasil'eva, N.Yu., et al., Zh. Org. Khim., 1980, vol. 16, no. 1, pp. 218-222.

    Google Scholar 

  17. Schwartz, N.V., Appl. Polym. Sci., 1972, vol. 16, no. 11, pp. 2715-2720.

    Google Scholar 

  18. Kitaeva, V.G., Beresnev, D.G., Ishmetova, R.I., et al., Zh. Org. Khim., 1995, vol. 31, no. 4, pp. 620-623.

    Google Scholar 

  19. Barmin, M.I., Shemyakin, A.I., Karaulova, I.B., et al., Issledovanie amino-iminnoi tautomerii 5-aminotetrazola IK i PMR spektroskopiei (IR and 1H NMR Study of Amine-Imine Tautomerism of 5-Aminotetrazole), Available from ONIITEKhIM, Cherkassy, March 22, 1985, no. 64-khp-85.

  20. Barmin, M.I., Shemyakin, A.I., Karaulova, I.B., et al., Khim. Geterotsikl. Soedin., 1985, no. 12, pp. 1690-1691.

  21. Barmin, M.I., Gromova, S.A., Kasatikova, E.L., et al., Zh. Org. Khim., 1992, vol. 28, no. 8, pp. 1767-1768.

    Google Scholar 

  22. Ostrovskii, V.A., Poplavskii, V.S., and Koldobskii, G.I., Perspektivnye napravleniya khimii i khimicheskoi tekhnologii (Promising Research Lines in Chemistry and Chemical Technology), Dudyrev, A.S., Ed., Leningrad: Khimiya, 1991, pp. 103-112.

    Google Scholar 

  23. Begtrup, M. and Larsen, P., Acta Chem. Scand., 1990, vol. 44, no. 6, pp. 1050-1057.

    Google Scholar 

  24. Reichardt, Ch., Lösungsmittel-Effekte in der organischen Chemie, Weinheim: Chemie, 1969.

    Google Scholar 

  25. Schofield, K., Grimmett, M.R., and Keene, B.R.T., Heteroaromatic Nitrogen Compounds: The Azoles, Cambridge: Cambridge Univ. Press, 1976.

    Google Scholar 

  26. Scott, F.L. and Butler, R.N., J. Chem. Soc. (B), 1967, vol. 6, no. 5, pp. 919-920.

    Google Scholar 

  27. Polya, J.B., Comprehens. Heterocycl. Chem., 1984, vol. 5, no. 3, pp. 734-790.

    Google Scholar 

  28. Shpak, M.L., Ostrovskii, V.A., Shirobokov, I.Yu., et al., Zh. Org. Khim., 1978, vol. 14, no. 11, pp. 2444-2446.

    Google Scholar 

  29. Simkin, B.Ya. and Sheikhet, Ya.I., Kvantovo-khimicheskaya i statisticheskaya teoriya rastvorov: Vychislitel'nye metody i ikh primenenie (Quantum-Chemical and Statistical Solution Theory: Computational Procedures and Their Use), Moscow: Khimiya, 1989.

    Google Scholar 

  30. Burkert, U. and Allinger, N.L., Molecular Mechanics, Washington, DC: Am. Chem. Soc., 1982.

    Google Scholar 

  31. Bryden, J.H., Acta Crystallogr., 1951, vol. 11, no. 1, pp. 32-37.

    Google Scholar 

  32. Paoloni, L., La Manna, G., and Gamilletti, F., J. Mol. Struct., 1974, vol. 20, no. 1, pp. 135-139.

    Google Scholar 

  33. Bryden, J.H., Acta Crystallogr., 1958, vol. 11, no. 1, pp. 31-37.

    Google Scholar 

  34. Bryden, J.H., Acta Crystallogr., 1953, vol. 6, no. 4, pp. 669-670.

    Google Scholar 

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Authors and Affiliations

  1. St. Petersburg State University of Technology and Design, St. Petersburg, Russia

    M. I. Barmin, S. A. Gromova & V. V. Mel'nikov

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  1. M. I. Barmin
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  2. S. A. Gromova
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  3. V. V. Mel'nikov
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Barmin, M.I., Gromova, S.A. & Mel'nikov, V.V. Alkylation of 5-Aminotetrazole with Dihalo-Substituted Compounds in Dimethylformamide. Russian Journal of Applied Chemistry 74, 1156–1163 (2001). https://doi.org/10.1023/A:1013075119625

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