Oxidation of pyrimidine bases and their derivatives by sodium peroxodisulfate.
Treatment of 1,3-dimethyluracil (1) with sodium peroxodisulfate in water at 80 degrees C under nitrogen gave 5-hydroxy-1,3-dimethyluracil (6) as a main product. Under similar conditions, oxidation of 5-fluoro-1,3-dimethyluracil (2) gave a 6,6'-dimeric compound (10) together with other products. Similar oxidation of 5-bromo-1,3-dimethyluracil (3) and 1,3,6-trimethyluracil (4) was also investigated. Furthermore, reaction of 1,3-dimethylthymine (5) and adenine in the presence of sodium peroxodisulfate gave coupling products (12) and (13).
Itahara
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T
Institute of Chemistry, College of Liberal Arts, Kagoshima University, Japan.
Ide
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N
Nishino
A
A
D000225:Adenine; D010084:Oxidation-Reduction; D012964:Sodium; D017670:Sodium Compounds; D013431:Sulfates; D013464:Sulfuric Acids; D013941:Thymine / Q000031:analogs & derivatives; D014498:Uracil / Q000031:analogs & derivatives*
D017670:Sodium Compounds; D013431:Sulfates; D013464:Sulfuric Acids; C039199:N,N-dimethylthymine; D014498:Uracil; D012964:Sodium; C024625:sodium persulfate; D000225:Adenine; D013941:Thymine