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Competitive nucleophilic substitution reactions of methylsulfonyl and nitro derivatives of polychloropyridines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

2,6-Di(methylsulfonyl)-3,4,5-trichloropyridine (II) and 4-nitro-2,6-di(methyl-sulfonyl)-3, 5-dichloropyridine (IX) were synthesized, and their reactions with nucleophilic reagents were studied. It was found that the methylsulfonyl groups are replaced on reaction with alkali and sodium alkoxides; on reaction with amines, the chlorine atoms are replaced in the case of II and the nitro group is replaced in the case of IX. The nitro and methylsulfonyl groups are simultaneously replaced in the reaction of excess sodium methoxide with IX.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 802–806, June, 1975.

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Moshchitskii, S.D., Zalesskii, G.A. & Yagupol'skii, L.M. Competitive nucleophilic substitution reactions of methylsulfonyl and nitro derivatives of polychloropyridines. Chem Heterocycl Compd 11, 700–704 (1975). https://doi.org/10.1007/BF00959966

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  • DOI: https://doi.org/10.1007/BF00959966

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