4097-20-5Relevant academic research and scientific papers
Cpecificy of Metylation by Dimethyl Sulfate of Barbituric Acid Salts and Alkyl Derivatives
Krasnov,Slesarev
, p. 543 - 548 (2007/10/03)
Metylation of mono- and dianionic forms of barbituric acid, its C- and N-alkyl derivatives with dimethylsulfate is studied. The methylation of monoanions occurs at the C5 carbon or O4(6) oxygen atoms, while that of dianions presumably at N1(3) nitrogen atoms. The selectivity of the dianions metylation at the nitrogen atoms increases in going from potassium to sodium and even more to lithium salts.
SOLVATION EFFECTS IN THE METHYLATION OF BARBITURIC ACID AND ITS DERIVATIVES BY DIAZOMETHANE
Krasnov, K. A.,Slesarev, V. I.,Zakharov, A.P.,Grigor'eva, E. G.
, p. 1218 - 1221 (2007/10/02)
Methylation of barbituric acid and its N-methylderivatives by diazomethane in ethers and methanol occurs only at the oxygen atom of the β-dicarbonyl fragment.The resulting 6-methoxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidine and its derivatives are methylated at both the oxygen and nitrogen atoms; relative to ethers, methanol facilitates a greater degree of methylation at the nitrogen atom.
REACTION OF BARBITURIC ACID AND ITS METHYL DERIVATIVES WITH DIAZOMETHAN IN ETHERS
Krasnov, K. A.,Slesareva, V. I.,Studentsov, E. P.,Slesarev, V. I.
, p. 1765 - 1769 (2007/10/02)
A full scheme for the methylation of barbituric acid with diazomethane in diethyl ether, glyme, and THF was formulated.For barbituric acid and its N-methyl derivatives the reaction takes place at the oxygen atoms of the β-dicarbonyl fragment.The 6-methoxyuracil and its derivatives which are formed here are subsequently methylated at the nitrogen and oxygen atoms.The reaction takes place in accordance with the structures of the monoanions of the compounds being methylated.
