Abstract
In order to study the connection between the structure of sulfanilamides and their antibacterial action, sulfanilamide derivatives of 1- and 2-methyl-5-aminotetrazoles and of 1,3-dimethyl-5-iminotetrazole have been synthesized. A study of their IR spectra has shown that 1-methyl-5-sulfanilimidotetrazole has the imide structure in the crystalline state and 2-methyl-5-sulfanilamidotetrazole the amide structure. The sulfanilamide derivatives of 1- and 2-methyl-5-aminotetrazoles possess a considerable antibacterial activity, while 1, 3-dimethyl-5-sulfanilimidotetrazole is inactive.
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V. P. Shchipanov and I. Ya. Postovskii, ZhOrKh,2, 1108, 1966.
H. Veldstra and P. W. Wiardi, Rec. trav. chim.,62, 660, 1943.
H. K. Nagy, A. J. Tomson, and J. P. Horwitz, J. Am. Chem. Soc.,82, 1609, 1960.
I. M. Polyakova and A. V. Kirsanov, ZhPKh,13, 1216, 1940.
R. Shepherd, A. Bratton, and K. Blanchard, J. Am. Chem. Soc.,64, 2532, 1942.
V. P. Shchipanov, S. L. Portnova, V. A. Krasnova, Yu. N. Sheinker, and I. Ya. Postovskii, ZhOrKh,1, 2236, 1965.
V. P. Shchipanov, Yu. N. Sheinker, and I. Ya. Postovskii, ZhOrKh,2, 350, 1966.
V. P. Shchipanov, ZhOrKh,2, 376, 1966.
V. P. Shchipanov, ZhOrKh,2, 1489, 1966.
V. P. Shchipanov and I. Ya. Postovskii, ZhOrKh,2, 360, 1966.
V. P. Shchipanov, ZhOrKh,2, 356, 1966.
Yu. N. Sheinker, I. Ya. Postovskii, N. M. Voronina, and V. V. Kushkin, ZhFKh,31, 1745, 1957.
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For communication V, see [1].
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Shchipanov, V.P., Postovskii, I.Y. & Rysakova, E.I. On the tautomerism of 5-aminotetrazole. Chemistry of Heterocyclic Compounds 4, 161–163 (1970). https://doi.org/10.1007/BF00601109
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DOI: https://doi.org/10.1007/BF00601109