Formation of 4,7-dioxo-5-acetamido-4,7-dihydrobenzofurazan from 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofurazan and -furoxan and investigation of its reaction with amines

Formation of 4,7-dioxo-5-acetamido-4,7-dihydrobenzofurazan from 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofurazan and -furoxan and investigation of its reaction with amines Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353

Output data

Year: 1993, Volume: 29, Number: 4, Pages: 455-459 Pages count : DOI: 10.1007/BF00529887

Authors

Samsonov V. A. , Volodarskii L. B.

Affiliations

1	(Scopus) Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, 630090, Russian Federation

The reaction of 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofurazan and 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofuroxan with acetic anhydride in the presence of an acid gives 4,7-diacetoxy-5-acetamidobenzofurazan and 2,3-diacetoximino-5-acetamido-1,4-benzoquinone, respectively, which were used to obtain 4,7-dioxo-5-acetamido-4,7-dihydrobenzofurazan. The synthesized quinone reacts with amines to give the corresponding aminoquinones; when 4,7-dioxo-5-acetamido-6-anilino-4,7-dihydrobenzofurazan is heated, it is readily converted to 5-phenyl-6-methyl-4,8-dioxo-1H-imidazo[4,5-f]benzofurazan. © 1993 Plenum Publishing Corporation.

Samsonov V.A. , Volodarskii L.B.
Formation of 4,7-dioxo-5-acetamido-4,7-dihydrobenzofurazan from 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofurazan and -furoxan and investigation of its reaction with amines
Chemistry of Heterocyclic Compounds. 1993. V.29. N4. P.455-459. DOI: 10.1007/BF00529887 Scopus РИНЦ

Published print:

Apr 1, 1993

Scopus	2-s2.0-34250078855
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