Abstract
The synthesis of 2-amino-6-cyano-4-methylpyrimidine and 2-amino-4,6-dicyanopyrimidine from the corresponding chloro derivatives is described. It is shown that the reaction of ammonia with chlorodicyanopyrimidine proceeds in two directions one observes substitution of either the chlorine atom or the cyano group.
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V. F. Sedova, V. I. Mamatyuk, V. A. Samsonov, and V. P. Mamaev, Khim. Geterotsikl. Soedin., No. 5, 678 (1977).
A. Boulton, D. Hurst, J. McOmie, and M. Tute, J. Chem. Sod., C, 1202 (1967).
D. Hurst and C. Wells, Tetrahedron Lett., 3919 (1970).
D. Hurst, Tetrahedron Lett., 979 (1970).
G. D. Daves, D. E. O'Brien, L. R. Lewis, and C. C. Cheng, J. Heteorcyclic Chem., 1, 130 (1964).
H. Bredereck, G. Simchen, and P. Speh, Ann., 737, 39 (1970).
O. P. Shkuro and V. P. Mamaev, Izv. Akad. Nauk SSSR, Ser. Khim., 2173 (1971).
H. Yamanaka, Chem. Pharm. Bull., 6, 633 (1958).
H. Yamanaka, Chem. Pharm. Bull., 7, 297 (1959).
Z. Budezinsky and J. Vavrina, Coll. Czech. Chem. Commun., 37, 1721 (1972).
H. Yamanaka, Chem. Pharm. Bull., 6, 638 (1958).
J. Clark and W. Pendergast, J. Chem. Soc., C, 2780 (1969).
T. J. Schwan and H. Tieckelmann, J. Heterocyl. Chem., 2, 202 (1965).
V. P. Manaev and O. A. Zagulyaeva, Zh. Org. Chim., 8, 583 (1972).
Z. Budezinsky and F. Roublik, Coll. Czech. Chem. Commun., 26, 2871 (1961).
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See [1] for communication LXI.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 821–824, June, 1977.
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Shkurko, O.E., Mamaev, V.P. Pyrimidines. Chem Heterocycl Compd 13, 669–672 (1977). https://doi.org/10.1007/BF00480678
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DOI: https://doi.org/10.1007/BF00480678