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Preparation and some properties of 2H-imidazole 1,3-dioxides, derivatives of alicyclic 1,2-dioximes Full article

Journal Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353
Output data Year: 1980, Volume: 16, Number: 6, Pages: 628-633 Pages count : 6 DOI: 10.1007/PL00020454
Authors Samsonov V.A. 1 , Volodarskii L.B. 1
Affiliations
1 (Scopus) Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, Novosibirsk, 630090

Abstract: The corresponding 2H-imidazole 1,3-dioxides were obtained by the reaction of cyclohexanedione and cycloheptadione 1,2-dioximes with acetone, cyclopentanone, and methyl ethyl ketone. The reactions of these compounds with hydroxylamine hydrochloride, NaBH4, a Grignard reagent, and acetic anhydride in the presence of H2SO4 were studied in the case of 2,2-dimethyl-4,5,6,7-tetrahydro-2H-benzimidazole 1,3-dioxide. Bromination of the latter and 2,2-dimethylcyclohepta-2H-imidazole 1,3-dioxide with N-bromosuccinimide gave the corresponding dibromo derivatives, the bromine atoms in which are replaced by acetoxy and hydroxy groups. 4,7-Dihydroxy-2, 2-dimethyl-4,5,6,7-tetrahydro-2H-benzimidazole 1,3-dioxide, which was obtained by oxidation with MnO2 was converted to a quinone, viz., 2,2-dimethyl-4,7-dioxo-4,7-dihydro-2H-benzimidazole 1,3-dioxide. © 1980, Plenum Publishing Corporation. All rights reserved.
Cite: Samsonov V.A. , Volodarskii L.B.
Preparation and some properties of 2H-imidazole 1,3-dioxides, derivatives of alicyclic 1,2-dioximes
Chemistry of Heterocyclic Compounds. 1980. V.16. N6. P.628-633. DOI: 10.1007/PL00020454 Scopus РИНЦ OpenAlex
Identifiers:
Scopus: 2-s2.0-34250258434
Elibrary: 12652319
OpenAlex: W4298350131
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