Chemical Properties of 6-Methyluracil-5-carbaldehyde Oxime
Publication type: Journal Article
Publication date: 2019-09-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
Oxidative chlorination of 6-methyluracil-5-carbaldehyde oxime in a two-phase system gave 7V-hydroxy-6-methyluracil-5-carboximidoyl chloride, and its bromination afforded ipso-substitution products, 5-bromo-6-methyluracil and 5,5-dibromo-6-hydroxy-6-methyl-5,6-dihydrouracil. The reaction of the title compound with acetic anhydride led to the formation of 6-methyluracil-5-carbonitrile or O-acetyl derivative, depending on the temperature. 7V-Hydroxy-6-methyluracyl-5-carboximidoyl chloride reacted with acetic acid at 100°C or with potassium iodide in boiling acetone to produce uracil-5-hydroxamic acid which was converted with high yields into the corresponding methyl ester and hydroximic acid amide. Quaternary ammonium salts were obtained by reactions of N-hydroxy-6-methyluracil-5-carboximidoyl chloride with pyridine and 1-methyl-1H-imidazole.
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Chernikova I. B. et al. Chemical Properties of 6-Methyluracil-5-carbaldehyde Oxime // Russian Journal of Organic Chemistry. 2019. Vol. 55. No. 9. pp. 1287-1294.
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Chernikova I. B., Khursan S. L., Spirikhin L. V., Yunusov M. S. Chemical Properties of 6-Methyluracil-5-carbaldehyde Oxime // Russian Journal of Organic Chemistry. 2019. Vol. 55. No. 9. pp. 1287-1294.
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TY - JOUR
DO - 10.1134/s1070428019090045
UR - https://doi.org/10.1134/s1070428019090045
TI - Chemical Properties of 6-Methyluracil-5-carbaldehyde Oxime
T2 - Russian Journal of Organic Chemistry
AU - Chernikova, I B
AU - Khursan, S L
AU - Spirikhin, L V
AU - Yunusov, M. S.
PY - 2019
DA - 2019/09/01
PB - Pleiades Publishing
SP - 1287-1294
IS - 9
VL - 55
SN - 1070-4280
SN - 1608-3393
ER -
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@article{2019_Chernikova,
author = {I B Chernikova and S L Khursan and L V Spirikhin and M. S. Yunusov},
title = {Chemical Properties of 6-Methyluracil-5-carbaldehyde Oxime},
journal = {Russian Journal of Organic Chemistry},
year = {2019},
volume = {55},
publisher = {Pleiades Publishing},
month = {sep},
url = {https://doi.org/10.1134/s1070428019090045},
number = {9},
pages = {1287--1294},
doi = {10.1134/s1070428019090045}
}
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MLA
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Chernikova, I. B., et al. “Chemical Properties of 6-Methyluracil-5-carbaldehyde Oxime.” Russian Journal of Organic Chemistry, vol. 55, no. 9, Sep. 2019, pp. 1287-1294. https://doi.org/10.1134/s1070428019090045.