I. B. Chernikova, A. N. Lobov, E. S. Meshcheryakova, L. M. Khalilov, M. S. Yunusov, “An unexpected product of the reaction between N-hydroxy-6-methyluracil-5-carboximidoyl chloride and thioureas”, Mendeleev Commun., 33:5 (2023), 714

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Mendeleev Communications, 2023, Volume 33, Issue 5, Pages 714–716
DOI: https://doi.org/10.1016/j.mencom.2023.09.039 (Mi mendc504)

This article is cited in 1 scientific paper (total in 1 paper)

Communications

An unexpected product of the reaction between N-hydroxy-6-methyluracil-5-carboximidoyl chloride and thioureas

I. B. Chernikova^a, A. N. Lobov^a, E. S. Meshcheryakova^b, L. M. Khalilov^b, M. S. Yunusov^a

^a Ufa Institute of Chemistry, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation
^b Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation

Full-text PDF (275 kB) Citations (1)

DOI: https://doi.org/10.1016/j.mencom.2023.09.039

Graphic abstract: An unexpected product of the reaction between <i>N</i>-hydroxy-6-methyluracil-5-carboximidoyl chloride and thioureas

Abstract: 5-Isothiocyanato-6-methylpyrimidine-2,4(1H,3H)-dione was formed in the course of the reaction between N-hydroxy-6-methyluracil-5-carboximidoyl chloride and a series of thioureas in MeOH in the presence of Et₃N. The transformation follows the Hoffman rearrangement mechanism, with the nitrile N-oxide being the key intermediate.

Keywords: 6-methyluracil, N-hydroxy-6-methyluracil-5-carboximidoyl chloride, nitrile N-oxides, thioureas, isothiocyanates.

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(1.1 Mb)

Citation: I. B. Chernikova, A. N. Lobov, E. S. Meshcheryakova, L. M. Khalilov, M. S. Yunusov, “An unexpected product of the reaction between N-hydroxy-6-methyluracil-5-carboximidoyl chloride and thioureas”, Mendeleev Commun., 33:5 (2023), 714–716

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https://www.mathnet.ru/eng/mendc504

https://www.mathnet.ru/eng/mendc/v33/i5/p714

This publication is cited in the following 1 articles:

I. B. Chernikova, M. S. Yunusov, “Synthesis of 5-isothiocyanato-6-methyluracil from hydroxamic acid”, Russ Chem Bull, 73:9 (2024), 2778

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

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