38507-49-2Relevant articles and documents
HSAB driven chemoselectivity in alkylation of uracil derivatives. A high yielding preparation of 3-alkylated and unsymmetrically 1,3-dialkylated uracils
Gambacorta, Augusto,Farah, Mohamed Elmi,Tofani, Daniela
, p. 12615 - 12628 (2007/10/03)
A qualitative hardness scale (N134) has been found for the conjugated bases of 2-methoxy-4(3H)-pyrimidinones 1-3 and applied to high yielding chemoselective N3 methylation, ethylation and benzylation reactions. Removal of the 2-methoxy group followed by a second alkylation affords unsymmetrically 1,3-disubstituted uracils.
Heterocyclic Transformations Part 4: A Facile Transformation of 3-Alkyl-6-methyl-1,3-oxazine-2,4(3H)-diones to 6-Substituted 5-acetyluracils and 6-Thioxo-1,3,5-triazine-2,4(1H,3H,5H)-diones
Singh, Harjit,Aggarwal, Pawan,Kumar, Subodh
, p. 1139 - 1144 (2007/10/02)
3-Benzyl-6-methyl-1,3-oxazine-2,4(3H)-dione 1 (R = CH2Ph) reacts under phase-transfer catalytic conditions with amides and thioamides to give 6-substituted 5-acetyluracils and with malonamide to give a bicyclic pyridopyrimidine system.Similar reactions of 1 with thioureas provide 6-thioxo-1,3,5-triazine-2,4(1H,3H,5H)-diones, but with ureas, the substituents influence the mode of the reaction and the nature of the products.The synthetic scope and utility of these reactions has been examined.