Oxidation of pyrimidine bases and their derivatives with hydrogen peroxide in hydrochloric acid.
Oxidation of cytosine with H2O2 in 1 N-HCl gave 5-chlorocytosine and 5-chlorouracil. The reaction of uracil gave 5-chlorouracil. Treatment of thymine with H2O2 in 0.1 N-HCl gave 5-chloro-6-hydroperoxy-5,6-dihydrothymine, while the reaction in 1 N-HCl gave 5-chloro-6-hydroxy-5,6-dihydrothymine. Heating of 5-chloro-6-hydroperoxy-5,6-dihydrothymine in water gave 5-chloro-5-methylbarbituric acid.
D055598:Chemical Phenomena; D002621:Chemistry; D003596:Cytosine / Q000031:analogs & derivatives; D006851:Hydrochloric Acid; D006861:Hydrogen Peroxide; D010084:Oxidation-Reduction; D011743:Pyrimidines; D013329:Structure-Activity Relationship; D014529:Uridine / Q000031:analogs & derivatives
D011743:Pyrimidines; D003596:Cytosine; D006861:Hydrogen Peroxide; D006851:Hydrochloric Acid; D014529:Uridine