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Methylation of 1-aminoalkylphosphonic acids and their esters

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    The alkylation of 1-aminoalkylphosphonic acids and their esters was investigated.

  2. 2.

    It was shown that the reaction of 1-aminoalkylphosphonic esters with methyliodide can be used for the preparation of monomethyl derivatives; dimethyl derivatives can be prepared by the smooth reaction that occurs with formaldehyde and formic acid; and for the preparation of fully methylated-1-aminoalkylphosphonic acids, reaction with dimethyl sulfate in aqueous alakline solution can be used.

  3. 3.

    The following substances were prepared and characterized: 1-amino-1-methylethylphosphonic acid trimethylbetaines; diethyl 1-methyl-1-methylaminoethylphosphonate hydriodide; 1-dimethylamino-1-methylethylphosphonic acid; andα-dimethylaminobenzylphosphonic acid.

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Literature cited

  1. M.I. Kabachnik and T. Ya. Medved, Bull. Acad. Sci. USSR. Div. Chem. Sci., 1953, No. 6, 1128. (T.p. 999).

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  2. T. Ya. Medved and M.I. Kabachnik, Bull. Acad. Sci. USSR. Div. Chem. Sci., 1951, No. 5, 620.

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  3. M.I. Kabachnik and T.Ya. Medved, Bull. Acad. Sci. USSR. Div. Chem. Sci., 1953, No. 5, 868. (T.p.769); T. Ya. Medved and M.I. Kabachnik, Bull. Acad. Sci. USSR. Div. Chem. Sci., 1954, No. 2, 314, (T.p. 255).

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Medved, T.Y., Kabachnik, M.I. Methylation of 1-aminoalkylphosphonic acids and their esters. Russ Chem Bull 4, 961–964 (1955). https://doi.org/10.1007/BF01172117

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  • DOI: https://doi.org/10.1007/BF01172117

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