Summary
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1.
The alkylation of 1-aminoalkylphosphonic acids and their esters was investigated.
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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.
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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
M.I. Kabachnik and T. Ya. Medved, Bull. Acad. Sci. USSR. Div. Chem. Sci., 1953, No. 6, 1128. (T.p. 999).
T. Ya. Medved and M.I. Kabachnik, Bull. Acad. Sci. USSR. Div. Chem. Sci., 1951, No. 5, 620.
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