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Synthesis of trichloromethylpyrimidines and trichloromethylpyrimido [4,5-<Emphasis Type="Italic">d</Emphasis>]pyrimidines from alkyl 2-(diaminomethylidene)-3-oxobutyrates and trichloroacetonitrile
Authors:V A Voronkova  A V Komkov  V A Dorokhov
Institution:1.N. D. Zelinsky Institute of Organic Chemistry,Russian Academy of Sciences,Moscow,Russian Federation
Abstract:Heterocyclization of alkyl 2-(diaminomethylidene)-3-oxobutyrates with trichloroacetonitrile yields alkyl 4-mino-6-methyl-2-trichloromethylpyrimidine-5-carboxylates. The latter compounds react with aryl isocyanates to produce the corresponding pyrimidinylureas, which undergo cyclization to 3-aryl-5-methyl-7-trichloromethylpyrimido4,5- d]pyrimidine-2,4(1H,3H)-diones under the action of MeONa in MeOH.
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