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Issue 0, 1968
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Polychloroaromatic compounds. Part IV. Oxidation of 2- and 4-N-alkylaminotetrachloropyridines and nucleophilic substitution of tetrachloronitropyridines

S. M. Roberts  and  H. Suschitzky 

Abstract

The reaction of pentachloropyridine and its 1-oxide with various primary amines is described. The resulting 2- and 4-N-alkylamino-derivatives are oxidised with peroxytrifluoroacetic acid to give nitroso-, nitro-, and amino-compounds for which a mechanism is suggested. The 2- and the 4-nitrotetrachloropyridine are found to suffer nucleophilic displacement of the nitro-group. The synthetic use of these nitro-compounds for producing inaccessible 2- or 4-substituted tetrachloropyridines such as the 4-morpholino-compound is discussed.

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Article type: Paper
DOI: 10.1039/J39680002844
Citation: J. Chem. Soc. C, 1968,0, 2844-2848
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    Polychloroaromatic compounds. Part IV. Oxidation of 2- and 4-N-alkylaminotetrachloropyridines and nucleophilic substitution of tetrachloronitropyridines

    S. M. Roberts and H. Suschitzky, J. Chem. Soc. C, 1968, 0, 2844
    DOI: 10.1039/J39680002844

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