- SOLVATION EFFECTS IN THE METHYLATION OF BARBITURIC ACID AND ITS DERIVATIVES BY DIAZOMETHANE
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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.
- Krasnov, K. A.,Slesarev, V. I.,Zakharov, A.P.,Grigor'eva, E. G.
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p. 1218 - 1221
(2007/10/02)
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- REACTION OF BARBITURIC ACID AND ITS METHYL DERIVATIVES WITH DIAZOMETHAN IN ETHERS
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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.
- Krasnov, K. A.,Slesareva, V. I.,Studentsov, E. P.,Slesarev, V. I.
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p. 1765 - 1769
(2007/10/02)
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