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Communication | Special issue | Vol 10, No. 1, 1978, pp.45-51
Published online, 1st January, 1970
DOI: 10.3987/S-1978-01-0045
Base-catalyzed Ring Contraction of 6-Imino-5-pheoxyimino-1,3-dimethyluracil to 4,5-Diimino-1,3-dimethylimidazolidin-2(1H)-one. A New Synthesis of Imidazopyrazines

Edward C. Taylor* and Muthiah Inbasekaran

*Department of Chemistry, Princeton University , Princeton, New Jersey 08544, U.S.A.


Treatment of 6-imino-5-phenoxyimino-1,3-dimethyluracil either with morpholine or with aqueous base resulted in smooth ring contraction to give 4,5-diimino-1,3-dimethylimidazolidin-2(1H)-one (3). Condensation of 3 with o-phenylenediamine, 2,3-diaminopyridine, 5,6-diamino-1,3-dimethyluracil, and 2,4,5,6-tetraaminopyrimidine gave the condensed imidazopyrazine derivatives 4, 8, 9, and 10 respectively.