Abstract
A methoxyl group in the 4 and 6 positions has a passivating effect on the ability of the methyl group in monomethoxymethylpyrimidine derivatives to enter into azo coupling; at the same time, a methoxyl group in the 2 position does not have an appreciable effect on the activity of the methyl group because the conjugation effect of the methoxyl group in this position is less than in the 4 and 6 positions.
Similar content being viewed by others
Literature cited
V. A. Serzhanina, N. V. Khromov-Borisov, and R. S. Karlinskaya, Khim. Geterotsikl. Soedin., 527 (1968).
R. S. Karlinskaya, N. V. Khromov-Borisov, and V. A. Ivanova, Zh. Obshch. Khim., 34, 3734 (1964).
D. Brown and W. Ross, J. Chem. Soc., 1715 (1948).
R. S. Karlinskaya and N. V. Khromov-Borisov, Zh. Obshch. Khim., 30, 1485 (1960).
N. V. Khromov-Borisov and R. S. Karlinskaya, in: Recollections of A. E. Porai-Koshits [in Russian], Moscow-Leningrad (1949), p. 134.
A. R. Katritskii (editor), Physical Methods in the Chemistry of Heterocyclic Compounds [in Russian], Moscow (1966), p. 81.
S. Gabriel, Ber., 37, 3638 (1904).
M. P. V. Boarland and J. F. W. McOmie, J. Chem. Soc., 3722 (1952).
W. R. Boon, W. G. M. Jones, and G. R. Ramage, J. Chem. Soc., 96 (1951).
J. R. Marshall and J. Walker, J. Chem. Soc., 1004 (1951).
Author information
Authors and Affiliations
Additional information
See [1] for Communication XVIII.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1573–1574, November, 1970.
Rights and permissions
About this article
Cite this article
Karlinskaya, R.S., Khromov-Borisov, N.V. & Maksimova, O.V. Synthesis and transformations of pyrimidine derivatives. Chem Heterocycl Compd 6, 1470–1471 (1970). https://doi.org/10.1007/BF00476800
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00476800