Synthesis of substituted 5-fluoro-5,6-dihydropyrimidines.
The reaction of 5-substituted uracils with fluorine in acetic acid and other solvents and the following treatment with different alcohols yielded the corresponding 5-fluoro-5,6-substituted-5,6-dihydropyrimidines. Thymine gave 5-fluoro-5-methyl-6-alkoxy-5,6-dihydropyrimidines. 5-Halogeno uracils and 5-nitrol uracil were converted into 5-fluoro-5-halogeno-6-hydroxy-5,6-dihydropyramidines and the 5-nitroanalogue, respectively. The structures of the compounds were confirmed by mass spectrometry.
D005461:Fluorine; D013058:Mass Spectrometry; D008722:Methods; D011744:Pyrimidinones / Q000138:chemical synthesis*; D013941:Thymine / Q000031:analogs & derivatives*; D014498:Uracil / Q000031:analogs & derivatives*
D011744:Pyrimidinones; D005461:Fluorine; D014498:Uracil; D013941:Thymine