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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

  • Organic and Biological Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 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.

  2. 2.

    Methods were developed for the synthesis of 6-(aminomethyl)-[6-(hydroxymethyl)-] and 4,6-bis(dialkylammo)-2-methyl-3-pyridinols.

  3. 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.

  4. 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

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