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Synthesis 1994; 1994(8): 846-850
DOI: 10.1055/s-1994-25587
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Synthesis of 3-Hydroxypyrimidine-2,4-diones. Addition of Anilines to Benzyloxy Isocyanate Synthons to Give N-Hydroxyureas

Jeffrey L. Romine* , Scott W. Martin, Nicholas A. Meanwell, James R. Epperson
  • *The Bristol-Myers Squibb Pharmaceutical Research Institute, 5 Research Parkway, Wallingford, Connecticut 06492-7660, USA
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Publication Date:
17 September 2002 (online)

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A new method, the addition of N-benzyloxychloroformate to methyl anthranilate followed by base-catalyzed cyclization, has been employed to synthesize the N-hydroxyquinazolinedione 1 and heterocyclic derivatives. N-Benzyloxycarbonylimidazole is a useful synthon to prepare N-hydroxyureas.

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