Abstract
Acylation of 6-aminopyrimidine 1-oxides gives both O- and N-acylation products, but with methylating agents only O-alkyl derivatives are obtained.
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Literature Cited
G. Rey-Bellet, R. Reiner, and D. E. Schwartz, Ger. Offen 2,026,997; Chem. Abstr., 74, 76443 (1971).
J. C. Muller and R. Ramuz, Ger. Offen 2,804,518; Chem. Abstr., 89, 197,595 (1978).
T. J. Delia and D. L. Venton, J. Heterocycl. Chem., 9, 73 (1972).
J. M. McCall, R. E. Ten Brink, M. E. Royer, and H. Ko, J. Heterocycl. Chem., 15, 1529 (1978).
V. F. Sedova, T. Yu. Mustafina, and V. P. Mamaev, Khim. Geterotsikl. Soedin., No. 1, 1515 (1981).
R. A. Jones and A. R. Katritzky, J. Chem. Soc., No. 1, 2937 (1960).
L. W. Deady, Synth. Commun., No. 7, 509 (1977).
E. A. Oostveen and H. C. van der Plas, Recl. Trav. Chim., 96, 64 (1977).
S. Takahashi and T. Jatsunami, Chem. Pharm. Bull., 26, 2286 (1978).
R. Peereboom, H. C. van der Plas, and A. Koudius, Recl. Trav. Chim., 93, 58 (1974).
E. Ochiai, Aromatic Amine Oxides, Elsevier, Amsterdam (1967), p. 44.
H. Goncalves, F. Mathis, and C. Foulcher, Bull. Soc. Chim. Fr., No. 7, 2615 (1970).
D. J. Brown and K. Jenega, J. Chem. Soc., Perkin Trans. 1, No. 3, 375 (1974).
D. J. Brown and M. N. Paddon-Row, J. Chem. Soc., C, No. 9, 903 (1967).
N. S. Vostrikov, U. M. Dzhemilev, G. S. Bylina, A. M. Moiseenkov, A. V. Semenovskii, and G. A. Tolstikov, Izv. Akad, Nauk SSSR, Ser. Khim., No. 10, 2337 (1978).
G. S. Bylina, U. M. Dzhemilev, N. S. Vostrikov, G. A. Tolstikov, A. M. Moiseenkov, A. V. Semenovskii, and S. S. Shavanov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 2, 447 (1978).
US Patent No. 3,464,987; Chem. Abstr., 81, 164,337 (1969).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1528–1534, November, 1986.
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Sedova, V.F., Mamaev, V.P. 6-Aminopyrimidine 1-oxides. Acylation and methylation. Chem Heterocycl Compd 22, 1236–1241 (1986). https://doi.org/10.1007/BF00471809
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DOI: https://doi.org/10.1007/BF00471809