Abstract
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.
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- HEIDELBERGER C., BIRNIE G. D., BOOHAR J., WENTLAND D. FLUORINATED PYRIMIDINES. XX. INHIBITION OF THE NUCLEOSIDE PHOSPHORYLASE CLEAVAGE OF 5-FLUORO-2'-DEOXYURIDINE BY 5-TRIFLUOROMETHYL-2'-DEOXYURIDINE. Biochim Biophys Acta. 1963 Oct 15;76:315–318. [PubMed] [Google Scholar]
- HEIDELBERGER C., BOOHAR J., BIRNIE G. D. FLUORINATED PYRIMIDINES. XXII. EFFECTS OF VARIOUS COMPOUNDS ON THE INCORPORATION OF (14C)FORMATE INTO DNA THYMINE IN SUSPENSIONS OF EHRLICH ASCITES CELLS. Biochim Biophys Acta. 1964 Dec 16;91:636–638. doi: 10.1016/0926-6550(64)90012-x. [DOI] [PubMed] [Google Scholar]
- Teoule R., Fouque B., Cadet J. Synthesis and spectroscopic properties of two classes of 5,6-dihydrothymidine derivatives. Action on the Ehrlich's ascites cells thymidine kinase. Nucleic Acids Res. 1975 Apr;2(4):487–499. doi: 10.1093/nar/2.4.487. [DOI] [PMC free article] [PubMed] [Google Scholar]