Sciact
  • EN
  • RU

Preparation of 2,3- and 2,5-dihydropyrazine 1,4-dioxides from 2-hydroxyamino-2-methylpropanal oxime and some of their properties Full article

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 1983, Volume: 19, Number: 10, Pages: 1128-1132 Pages count : 5 DOI: 10.1007/BF00505772
Authors Volodarskii L.B. 1,2 , Grigor'eva L.N. 1,2 , Tikhonov A.Ya. 1,2
Affiliations
1 (Scopus) Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, Novosibirsk, 630090, Russian Federation
2 (Scopus) Leningrad Komsomol Novosibirsk State University

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 OpenAlex
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
Citing:
DB Citing
Scopus 3
Elibrary 3
OpenAlex 3
Altmetrics: