Abstract: The condensation of 3-hydroxyamino-3-methylbutan-2-one or 3-ethyl-3-hydroxyamino-pentan-2-one with aldehydes and ammonia afforded a series of new 1-hydroxy-4-methyl-2,5-dihydroimidazoles, whose oxidation gave rise to the corresponding 5-methyl-4H-imidazole 3-oxides. The latter, like 1-hydroxy-4-methyl-2,5-dihydroimidazoles, react with Pr(i)ONO in the presence of bases to form 4H-imidazole-5-carbaldoxime 3-oxides, which are transformed into 4H-imidazole-5-carbonitrile 3-oxides in the reaction with TsCl in the presence of Et(3)N. The by-products produced in different steps of the synthesis were isolated and characterized.

Cite: Kirilyuk I.A. , Morozov D.A. , Tabatchikova Y.S. , Medvedev V.S. , Lebedev A.V. , Romanenko G.V. , Rybalova T.V. , Grigor'ev I.A.
Synthesis of 4H-imidazole-5-carbaldoxime 3-oxides and 4H-imidazole-5-carbonitrile 3-oxides
Russian Chemical Bulletin. 2008. V.57. N7. P.1516-1533. DOI: 10.1007/s11172-008-0196-3 WOS Scopus РИНЦ

ArticleLinkType.TRANSLATED_TO_ORIGINAL: Кирилюк И.А. , Морозов Д.А. , Табатчикова Ю.С. , Медведев В.С. , Лебедев А.В. , Романенко Г.В. , Рыбалова Т.В. , Григорьев И.А.
Синтез 4h-имидазол- 5 -карбальдоксим-3 -оксидов и 4h-имидазол-5-карбонитрил-3-оксидов
Известия Академии наук. Серия химическая.(RUSS CHEM B+). 2008. №7. С.1487-1503. РИНЦ

Dates:

Published print:	Jul 1, 2008
Published online:	May 27, 2009

Identifiers:

Web of science	WOS:000266456700023
Scopus	2-s2.0-67650457596
Elibrary	13597758
OpenAlex	W1973382442

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