Dracinsky, Martin published the artcileMechanism of the Isotopic Exchange Reaction of the 5-H Hydrogen of Uracil Derivatives in Water and Nonprotic Solvents, Name: 3-Methylpyrimidine-2,4(1H,3H)-dione, the publication is European Journal of Organic Chemistry (2011), 777-785, S777/1-S777/16, database is CAplus.
The mechanism of the isotopic exchange reaction of the 5-H hydrogen of uracil and its Me derivatives in water and organic solvents has been studied. The key intermediate of the reaction is a C-5 tautomer of uracil in which the carbon atom at the 5-position has two hydrogen atoms, its hybridization is changed from sp2 to sp3, and the aromaticity of the pyrimidine ring is lost. We have used 1H NMR spectroscopy to follow the kinetics of the hydrogen/deuterium exchange reaction. In aqueous media a general base catalysis was observed and for exchange in organic solvents we have proposed a reaction mechanism that involves the participation of solvent mols. The reaction rates determined by NMR can be rationalized by d. functional computations. We have shown that the hydrogen-to-deuterium exchange reaction is much faster in some suitable nucleophilic solvents than in water. These findings could be used for the tritium labeling of pyrimidine nucleic acid bases.
European Journal of Organic Chemistry published new progress about 608-34-4. 608-34-4 belongs to pyrimidines, auxiliary class Pyrimidine,Amide, name is 3-Methylpyrimidine-2,4(1H,3H)-dione, and the molecular formula is C5H6N2O2, Name: 3-Methylpyrimidine-2,4(1H,3H)-dione.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia