Synthesis of New N-Hydroxy-6-methyluracil-5-carboximidoyl Chloride Derivatives

N -Hydroxy-6-methyluracil-5-carboximidoyl chloride was synthesized for the first time, and its halogenation and reactions with amines (imidazole, aniline) were studied. The reaction of the title compound with sodium azide gave the corresponding N -hydroxycarboximidoyl azide. The Z isomer of the latt...

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Bibliographic Details
Published in:	Russian journal of organic chemistry Vol. 55; no. 3; pp. 325 - 329
Main Authors:	Chernikova, I. B., Sagadatova, I. Z., Yunusov, M. S., Talipov, R. F.
Format:	Journal Article
Language:	English
Published:	Moscow Pleiades Publishing 01-03-2019 Springer Nature B.V
Subjects:	Amines Aniline Chemistry Chemistry and Materials Science Halogenation Imidazole Isomerization Organic Chemistry Sodium azides nitrile carboximidoyl chloride 6-methyluracil nucleophilic substitution azide
Online Access:	Get full text
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Summary:	N -Hydroxy-6-methyluracil-5-carboximidoyl chloride was synthesized for the first time, and its halogenation and reactions with amines (imidazole, aniline) were studied. The reaction of the title compound with sodium azide gave the corresponding N -hydroxycarboximidoyl azide. The Z isomer of the latter was stable, and it did not undergo isomerization to the E isomer, which prevented transformation to 1-hydroxytetrazole. 6-Methyluracil-5-carbaldehyde oxime was readily acylated at the oxime oxygen atom.
ISSN:	1070-4280 1608-3393
DOI:	10.1134/S1070428019030084