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On the mechanism of deiodination of 5-iodo-1,3,6-trimethyluracil

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Abstract

Dehalogenation of 5-iodo-1,3,6-trimethyluracil in acidic medium in the presence of either KCl or KBr as the nucleophile sources proceeded as the halophilic reaction to give 1,3,6-trimethyluracil. This compound can be iodinated with ICl or IBr generated in the course of the reaction to recover the starting 5-iodo-1,3,6-trimethyluracil. This reverse process can be suppressed by addition of 6-methyluracil. The plausible reaction mechanism is discussed.

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    I. B. Chernikova & M. S. Yunusov

Authors
  1. I. B. Chernikova
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  2. M. S. Yunusov
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Correspondence to I. B. Chernikova.

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The authors declare no competing interests.

Additional information

This work was performed in the frame work of the State Task of UfIC UFRS RAN “Synthesis of biologically active heterocyclic and terpenoid compounds” (Research topic No. AAAA-A20-120012090026-9; serial No. 0246-2019-0027).

No human or animal subjects were used in this research.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 584–586, March, 2022.

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Chernikova, I.B., Yunusov, M.S. On the mechanism of deiodination of 5-iodo-1,3,6-trimethyluracil. Russ Chem Bull 71, 584–586 (2022). https://doi.org/10.1007/s11172-022-3453-y

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  • DOI: https://doi.org/10.1007/s11172-022-3453-y

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