Abstract
The MeSO2 group is replaced in the reaction of 4-methylsulfonyltetrabromopyridine with small nucleophiles, whereas the Br atom in the 2 position is replaced in the reaction with bulky nucleophiles. Depending on the temperature conditions and the ratio of the reacting substances, 4-chlorosulfonyltetrabromopyridine reacts with primary amines to give either the corresponding amides or amines. It was established that the corresponding amines are formed when tetrabromopyridinesulfonic acid ω-hydroxyalkylamides are heated with triethylamine.
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G. B. Barlin and W. V. Brown, J. Chem. Soc., No. 7, 648 (1967).
E. Ager, B. Iddon, and H. Suschitzky, J. Chem. Soc., Perkin Trans. I, No. 1, 133 (1972).
J. Collins and H. Suschitzky, J. Chem. Soc., C, No. 11, 1523 (1970).
S. D. Moshchitskii and A. A. Zeikan', Khim. Geterotsikl. Soedin., No. 11, 1514 (1978).
H. Pfanz and H. Dorn, Arch. Pharm., 289, 651 (1956).
D. J. Berry, B. J. Wakefield, and J. D. Cook, J. Chem. Soc., G, No. 7, 1227 (1971).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 937–942, July, 1979.
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Moshchitskii, S.D., Zeikan', A.A. Reactions of 4-methyl(chloro)sulfonyl-2,3,5,6-tetrabromopyridines with nucleophilic reagents. Chem Heterocycl Compd 15, 764–769 (1979). https://doi.org/10.1007/BF00473559
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DOI: https://doi.org/10.1007/BF00473559