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Reaction of Halogenated Uracils with KI

Author:
Chernikova, I.B., Spirikhin, L.V., Abdullin, M.F., Yunusov, M.S.
Source:
Chemistry of natural compounds 2017 v.53 no.6 pp. 1140-1143
ISSN:
0009-3130
Subject:
chemical reactions, chemical structure, methanol, sulfuric acid
Abstract:
Treatment of 5-iodo-1,3,6-trimethyluracil or 5-bromo-1,3,6-trimethyluracil with H₂SO₄ (5%) in the presence of an excess of KI at 80°C for 5 h produced 1,3,6-trimethyluracil as the only product. Analogous treatment of N-bromo-6-iodomethyluracil gave a mixture with 5-bromo-6-iodomethyluracil as the main constituent. The reaction with an excess of KI in MeOH at 50°C formed 5-bromo-6-hydroxymethyluracil, N(1)-iodo-5-bromo-6-hydroxymethyluracil, N(3)-iodo-5-bromo-6-iodomethyluracil, and 5-bromo-6-iodomethyluracil depending on the reaction time.
Agid:
5867272