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Synthesis of 3-Hydroxypyrimidine-2,4-diones. Addition of Anilines to Benzyloxy Isocyanate Synthons to Give<i>N</i>-Hydroxyureas
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1994
Year
N-hydroxyquinazolinedione 1EngineeringHeterocyclicBase-catalyzed CyclizationMedicineOrganic ChemistryChemistryUseful SynthonBenzyloxy Isocyanate SynthonsPharmacologyHeterocycle ChemistrySynthetic ChemistryBiomolecular EngineeringDrug Discovery
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.