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The preparation of 4,5-diamino-6-hydroxypyrimidines

A. Kostolanský and J. Mokrý

Slovak Academy of Sciences, Bratislava

Abstract: The redn. of 1,3-dimethyl-4-amino-5-nitrosouracil (I) with (1) alk. sulfites, (2) SO₂ in dil. AcOH, or NH₄OH, (3) (NH₄)2S, (4) Zn or Fe in H₂SO₄, AcOH, or in neutral medium in the presence of NH₄Cl, and (5) catalytic redn. was studied. The modified Traube method [Ber. 33, 3053, 3094(1900)] gives high yields of I. For the redn. of I the most suitable was (NH₄)₂S; for prepg. 4,5-diaminouracil, the redn. of the corresponding 5-nitroso deriv. with Zn in H₂SO₄. A satisfactory practical method is the catalytic redn. of 2,4-diamino-5-nitroso-6-hydroxypyrimidine, which is isolated from the reaction medium as a sulfate.

Full paper in Portable Document Format: 103a170.pdf (in Slovak)

Chemical Papers 10 (3) 170–176 (1956)