Oxidative halogenation of 6-methyluracil View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2012-10

AUTHORS

V. G. Kasradze, I. B. Ignatyeva, R. A. Khusnutdinov, K. Yu. Suponitskii, M. Yu. Antipin, M. S. Yunusov

ABSTRACT

An efficient method has been developed for the preparation of halo derivatives of 6-methyluracil by employing oxidative halogenation. Elemental halogens and potassium halides were used as the halogenating agents, while NaNO3 and H2O2 were used as the oxidizing agents. Iodination of 6-methyl-uracil leads to 5-iodo-6-methyluracil as the single reaction product, while bromination or chlorination lead to 5-halo-6-methyluracil, 5,5-dihalo-6-hydroxy-6-methyl-5,6-dihydrouracil, or their mixture depending on the acidity of the medium and the ratio of the substrate and reagents. Bromination of 5-chloro-6-methyluracil leads to 5-bromo-5-chloro-6-hydroxy-6-methyl-5,6-dihydrouracil, while chlorination of 6-methyl-, 5-bromo-6-methyl-, and 5-chloro-6-methyluracils using gaseous chlorine yields 5,5-dichloro-6-hydroxy-6-methyl-5,6-dihydrouracil. More... »

PAGES

1018-1027

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10593-012-1094-z

DOI

http://dx.doi.org/10.1007/s10593-012-1094-z

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https://app.dimensions.ai/details/publication/pub.1018333557


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