Synthesis of 2-aroyl-1-hydroxy-4,5-dimethylimidazoles by reaction of 3-hydroxyamino-2-butanone oxime with arylglyoxals

Treatment of the acetate of 3-hydroxyamino-2-butanone oxime with arylglyoxals gives α-aroylnitrones which cyclize under acid catalyzed conditions to form principally 2-aroyl-1-hydroxy-4,5-dimethyl-imidazoles. An X-ray structural analysis of 2-benzoyl-1-hydroxy-4,5-dimethylimidazole has been carried...

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Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 45; no. 6; pp. 691 - 697
Main Authors Amitina, S. A, Tikhonov, A. Ya, Grigor'ev, I. A, Gatilov, Yu. V, Selivanov, B. A
Format Journal Article
LanguageEnglish
Published Boston Boston : Springer US 01.06.2009
Springer US
Springer Nature
Subjects
2-aroyl-1-hydroxyimidazoles
arylglyoxals
Chemistry
Chemistry and Materials Science
Chemistry, Organic
hydroxylamino oxime
Organic Chemistry
Pharmacy
Physical Sciences
pyrazine 1,4-dioxides
Science & Technology
X-ray structural analysis
α-aroyl nitrones
pyrazine 1,4-dioxides
X-ray structural analysis
2-aroyl-1-hydroxyimidazoles
arylglyoxals
α-aroyl nitrones
hydroxylamino oxime
alpha-aroyl nitrones
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Summary:Treatment of the acetate of 3-hydroxyamino-2-butanone oxime with arylglyoxals gives α-aroylnitrones which cyclize under acid catalyzed conditions to form principally 2-aroyl-1-hydroxy-4,5-dimethyl-imidazoles. An X-ray structural analysis of 2-benzoyl-1-hydroxy-4,5-dimethylimidazole has been carried out.
Bibliography:http://dx.doi.org/10.1007/s10593-009-0329-0
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-009-0329-0