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Electrochemical behaviour of furazano[3,4-b]-quinoxaline 1-oxides and 2,3[1H,4H]-quinoxalinedione dioximes

✍ Scribed by C. Hasiotis; J.K. Gallos; G. Kokkindis

Book ID
103065314
Publisher
Elsevier Science
Year
1993
Tongue
English
Weight
616 KB
Volume
38
Category
Article
ISSN
0013-4686

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✦ Synopsis

The electrochemical behaviour of the title compounds at Hg, Pt and Pt/n(upd) electrodes has been studied in aqueous HClO, solutions. Furazano[3&b]quinoxaline l-oxides undergo a reversible Celectron reduction to 2,3[1H,4H]quinoxalinedione dioximes, which can be. further reduced at more negative potentials. Reaction mechanisms have been proposed for all processes consistent with the experimental data. The finding that the reduction of furazano[3+b]quinoxaline l-oxides proceeds via both the cyclic furoxan and open 2,3dinitrosoquinoxaline forms, which undergo a mutual interchange, offers significant evidence for the existence of the furoxans 1Zdinitroso equivalent in solution.

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## Abstract The reaction of 6‐chloro‐2‐(1‐methylhydrazino)quinoxaline 4‐oxide 8 with acetic anhydride resulted in the intramolecular cyclization to give 8‐chloro‐2,4‐dimethyl‐4__H__‐1,3,4‐oxadiazino[5,6‐__b__]quinoxaline 7a, while the reaction of compound 8 with acetic anhydride/pyridine or acetic