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Synthesis 1988; 1988(1): 70-72
DOI: 10.1055/s-1988-27469
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Facile Preparation of 6-Substituted Uracils

Lucjan Strekowski* , Donald Harden, Rebecca A. Watson
  • *Department of Chemistry, Georgia State University, Atlanta, GA 30303, USA
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Publication History

Publication Date:
12 September 2002 (online)

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6-Substituted 2,4-bis(methylthio)pyrimidines 5 are obtained in the reaction of (i) 5-bromo-2,4-bis(methylthio)pyrimidine (1) with aryllithium and heteroaryllithium reagents, followed by spontaneous dehydrobromination of the intermediate bromo dihydropyrimidines 3 or (ii) 2,4-bis(methylthio)pyrimidine (2) with alkyllithium, aryllithium, and heteroaryllithium reagents, followed by aromatization of the intermediate dihydropyrimidines 4 with DDQ. Hydrolysis of these compounds produces 6-substituted uracils 6.