Summary
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1.
The course of aminomethylation and hydroxymethylation in the 2-alkyl-3-pyridinol series was studied with the aid of proton magnetic resonance and chemical methods.
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2.
Methods were developed for the synthesis of 6-(aminomethyl)-[6-(hydroxymethyl)-] and 4,6-bis(dialkylammo)-2-methyl-3-pyridinols.
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3.
The 6-mono(aminomethyl) derivative is formed at first, and this reacts further in the 4-position of the pyridine ring with formation of the 4,6-bis(dialkylaminomethyl) derivative.
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4.
5-Hydroxy-6-methyl-2,4-pyridinedimethanol (isopyridoxine) was synthesized.
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The authors thank N. M. Émanuel for constant interest in the work.
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Smirnov, L.D., Lezina, V.P., Bystrov, V.F. et al. Sterically hindered 3-pyridinols Communication 5. Study of the course of aminomethylation and hydroxymethylation reactions in the 2-alkyl-3-pyridinol series with the aid of proton magnetic resonance and of chemical methods. Russ Chem Bull 14, 1797–1804 (1965). https://doi.org/10.1007/BF00850162
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DOI: https://doi.org/10.1007/BF00850162