Kheifets, G. M. published the artcileEffect of the structure of 1- and 3-methylpyrimidin-4-ones on the rate of nucleophilic substitution of the 2-methylsulfanyl group, Synthetic Route of 608-34-4, the publication is Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) (2004), 40(1), 104-113, database is CAplus.
Rate constants for substitution of the 2-methylsulfanyl group in 1- and 3-methyl-2-methylsulfanylpyrimidin-4-ones and their 5-fluoro analogs were measured in the reaction with butylamine, alk. hydrolysis, and methanolysis. The rate of substitution in 1-Me isomers having a zwitterionic structure is greater by a factor of ∼2 than the rate of substitution in 3-Me isomers with conjugated double bonds in the ring. The presence of a fluorine atom in position 5 accelerates nucleophilic substitution in 1-Me isomers, while 5-fluoro-3-methyl-2-methylsulfanylpyrimidin-4-ones react at a lower rate than their 5-unsubstituted analogs. According to the NMR data, the reactions involve formation of a tetrahedral intermediate. Anchimeric effect of the Me group on N1 hampers attack by basic reagent on the C6 atom.
Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) 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, Synthetic Route of 608-34-4.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia