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The Efficient One-Step Synthesis of Protected 6-Alkyl(aryl)-2-acetylamino-4(3H)-pyrimidinones

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The one-step synthesis of a new series of protected 6-alkyl- and 6-aryl-2-acetylamino-4(3H)-pyrimidinones, where alkyl = CH3; aryl = Ph, 4-CH3Ph, 4-FPh, 4-ClPh, 4-BrPh and 4-OCH3Ph from the reaction of 4-methoxy-1,1,1- trichloroalk-3-en-2-ones with 1-acetylguanidine in acetonitrile as solvent is reported. The acetylamino group of 2- acetylamino-4(3H)-pyrimidinones has also been hydrolyzed under three different conditions to afford the corresponding free 2-aminopyrimidinones.

Keywords: Aminopyrimidines; deprotection; haloform reaction; heterocycles; ketones; pyrimidinones

Document Type: Research Article

Publication date: October 1, 2007

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.

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