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An anomalous course of the reduction of 2-(3-oxo-3,4-dihydroquinoxalin-2-yl)benzene diazonium salt: A reinvestigation

✍ Scribed by Antonín Lyčka; Iveta Fryšová; Jan Slouka

Publisher: John Wiley and Sons
Year: 2006
Tongue: English
Weight: 128 KB
Volume: 45
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1915

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✦ Synopsis

Abstract

The ^1^H,^13^C and ^15^N NMR spectra of the reduction product of 2‐(3‐oxo‐3,4‐dihydroquinoxalin‐2‐yl)benzene diazonium salt with sodium sulfite were measured and analysed. It is shown that the reaction product corresponds to 1‐(indazol‐3‐yl)‐1,2‐dihydro‐benzimidazol‐2‐on and not 6__H__‐quinoxalino[1,2‐c] [1,2,3]benzotriazin‐12(13__H__)‐one as published previously. The correctness of the structure was confirmed by an independent synthesis. The observed ^15^N chemical shifts were compared with the predicted ones using the ACD/NNMR 9.01 program. Copyright © 2006 John Wiley & Sons, Ltd.

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