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Condensed pyrimidine,pyrazine, and pyridine systems.
Authors:N. M. Smirnova  L. F. Linberg  V. M. Nesterov  T. S. Safonova
Affiliation:(1) S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry Institute, 119021 Moscow;(2) Scientific-Research Pharmaceutical-Chemistry Institute, Novokuznetsk
Abstract:A simple method was develeped for the synthesis of n1- and N3-alkyl- and N1,N3-dialkyl(aryl, alkyl)-5-chloroacetyl-6-aminouracil by reaction of 6-aminouracils with chloroacetyl chloride in monochloroacetic acid. 2,4,5-Trioxopyrrole[2,3-d]pyrimidines were obtained by the action of aqueous alkali on N1alkyl-5-chloroacetyl-6-aminouracils and by the action of sodium ethoxide on N3-alkyl- and N1,N3-dialkyl(aryl, alkyl)-5-chloroacetyl-6-aminouracils. When there is an alkyl substituent attached to the 3-N atom in 2,4,5-trioxopyrrolo[2,3-d]pyrimidines, the pyrrole ring readily opens up under the influence of alkali to give 5-hydroxyacetyl-6-amino uracils.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 537–540, April, 1978.
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