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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)

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