Conclusions
The aminomethylation, azo-coupling, and nitration of 3-hydroxyisonicotinic acid and its ester are directed to the 2 position, whereas their iodination proceeds with the formation of the 2-iodo and 2,6-diiodo derivatives.
Literature cited
R. Graf, J. Prakt. Chem.,148, 13 (1937).
A. H. Berrie, J. T. Newbold, and F. S. Spring, J. Chem. Soc., 2590 (1951).
A. Burger and M. S. Bailey, J. Am. Chem. Soc.,68, 520 (1946).
M. Dorn and P. Diedrich, Ann. Chem.,494, 284(1932).
L. D. Smirnov, L. G. Stolyarova, V. P. Lezina, and K. M. Dyumaev, Izv. Akad. Nauk SSSR, Ser. Khim., 615 (1976).
L. D. Smirnov, L. G. Stolyarova, V. S. Zhuravlev, V. P. Lezina, and K. M. Dyumaev, Izv. Akad. Nauk SSSR, Ser. Khim., 1658 (1976).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 452–454, February, 1977.
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Smirnov, L.D., Stolyarova, L.G., Shirokova, L.V. et al. Electrophilic reactions of 3-hydroxyisonicotinic acid. Russ Chem Bull 26, 408–410 (1977). https://doi.org/10.1007/BF00921871
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DOI: https://doi.org/10.1007/BF00921871