Abstract: 3-Hydroxy-2,3-dihydropyrazine 1,4-dioxide derivatives were obtained by condensation of 2-hydroxyamino-2-methylpropanal oxime with glyoxal, diacetyl, and 1,2-cyclohexanedione in water, and 3-methoxy-2,3-dihydropyrazine 1,4-dioxide was obtained by condensation with diacetyl in methanol. 2,5-Dihydropyrazine 1,4-dioxide is formed when 2-hydroxyamino-2-methylpropanal oxime is heated in a solution of acetone and dilute hydrochloridic acid. The reduction of 3-hydroxy- and 3-methoxy-2,3-dihydropyrazine 1,4-dioxides and 2,5-dihydropyrazine 1,4-dioxide leads to 1,4-dihydroxypiperazines, and the bromination of 3-methoxy-2,3-dihydropyrazine 1,4-dioxide gives 5,6-bis(bromomethyl)-3-methoxy-2,3-dihydropyrazine 1,4-dioxide. 1,4-Dihydroxy-2,5-piperazinedione was obtained by oxidation of 2,5-dihydropyrazine 1,4-dioxide. © 1984 Plenum Publishing Corporation.

Cite: Volodarskii L.B. , Grigor'eva L.N. , Tikhonov A.Y.
Preparation of 2,3- and 2,5-dihydropyrazine 1,4-dioxides from 2-hydroxyamino-2-methylpropanal oxime and some of their properties
Chemistry of Heterocyclic Compounds. 1983. V.19. N10. P.1128-1132. DOI: 10.1007/BF00505772 Scopus РИНЦ

ArticleLinkType.TRANSLATED_TO_ORIGINAL: Volodarskii L.B. , Grigoryeva L.N. , Tikhonov A.Y.
SYNTHESIS OF 2,3-DIHYDROPYRAZINE-1,4-DIOXIDES AND 2,5-DIHYDROPYRAZINE-1,4-DIOXIDES ON THE BASIS OF 2-HYDROXYLAMINO-2-METHYLPROPANALOXIME AND THEIR PROPERTIES [in Russian]
Химия гетероциклических соединений/Khimiya Geterotsiklicheskikh Soedinenii. 1983. N10. P.1414-1418. WOS

Dates:

Published print:

Oct 1, 1983

Identifiers:

Scopus	2-s2.0-34250142017
Elibrary	30861915
OpenAlex	W2059773328

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