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Sterically hindered 3-hydroxypyridines

Communication 6. Aminomethylation of 2-alkyl-3-hydroxypyridines

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The aminomethylation of a number of 2-alkyl-3-hydroxypyridine was studied.

  2. 2.

    The presence of alkyl groups does not prevent substitution in the β-pyridinol ring, first in the 6- and then in the 4-position.

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Literature cited

  1. K. M. Dyumaev, L. D. Smirnov, and V. F. Bystrov, Izv. AN SSSR, Otd. khim. n.,1962, 883.

  2. L. D. Smirnov, V. P. Lezina, V. F. Bystrov, and K. M. Dyumaev, Izv. AN SSSR, Ser. khim.,1965, 198.

  3. H. C. Brown and B. Kanner, J. Amer. Chem. Soc.,88, 986 (1966).

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  4. A. Albert and J. N. Phillips, J. Chem. Soc.,1956, 1294.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 8, pp. 1816–1820, August, 1967.

The authors wish to thank N. M. Emanuel for his constant interest in the work, and I. I. Grandberg and G. K. Faizov for measuring the pKa values of the different 3-hydroxypyridines.

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Smirnov, L.D., Orlova, S.L., Lezina, V.P. et al. Sterically hindered 3-hydroxypyridines. Russ Chem Bull 16, 1740–1742 (1967). https://doi.org/10.1007/BF00906824

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  • DOI: https://doi.org/10.1007/BF00906824

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