Abstract
The reactions of 2,3,5,6-tetrachloro-4-pyridyl vinyl suifone (I) with nucleophilic agents were studied. It was established that products of addition to the double bond of I are formed in the reaction of equivalent amounts of primary aliphatic amines and mercaptans, while the β -alkylamino and β -alkylthioethylsulfonyl groups are displaced to give 4-alkyl-amino- or 4-alkylthiotetrachloropyridines in the reaction with excess amines and mercaptans. Aromatic amines, phenols, thiophenols, and alcohols add to the double bond of I. Morpholine and piperidine add to the double bond of I when they are present in equivalent quantities, and the chlorine atom in the 2 position of the pyridine ring is also replaced when excess amine is present.
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L. S. Sologub, S. D. Moshchitskii, Ya. N. Ivashchenko, and Yu. N. Levchuk, Khim. Geterotsikl. Soedin., 514 (1972).
Ya. N. Ivashchenko, S. D. Moshchitskii, and G. A. Zalesskii, Khim. Geterotsikl. Soedin., 959 (1970).
S. M. Roberts and H. Suschitzky, J. Chem. Soc., C, 2844 (1968).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1634–1637, December, 1972.
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Moshchitskii, S.D., Sologub, L.S., Ivashchenko, Y.N. et al. Reaction of 2,3,5,6-tetrachloro-4-pyridyl vinyl sulfone with nucleophilic agents. Chem Heterocycl Compd 8, 1482–1485 (1972). https://doi.org/10.1007/BF00471835
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DOI: https://doi.org/10.1007/BF00471835