Chemija / Chemistry
 ISSN 0235-7216 ISSN 2424-4538 (online) |
2016 m. Nr. 2 Simple and efficient synthesis of new N(3)-, O- and S-substituted 2-methylthio-6-phenylpyrimidin-4(3H)-one based derivatives
Reactions of sodium salt of 2-methylthio-6-phenylpyrimidin-4(3H)-one with chloroacetone, ω-bromoacetophenone and methyl bromoacetate in different solvents were studied. Regioselective N(3)-alkylation took place in tetrachloromethane at reflux, while in dimethylformamide at ambient temperature O-acylmethyl derivatives were obtained. 2-Methylthio-6-phenylpyrimidine-4(3H)-thione reacted with chloroacetone and ω-bromoacetophenone in a sodium methoxide–methanol solution to give the corresponding S-substituted derivatives. Oxidation reactions of the resulting N(3)-, O- and S-acylmethyl derivatives with hydrogen peroxide in acetic acid were discussed.
: Keywords: alkylation, oxidation, pyrimidine, sulfone, thioether |
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