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Studies on the reaction of o-benzoquinone dioxime with aldehydes: An improved procedure for 1-Hydroxybenzimidazole 3-Oxides

✍ Scribed by Dipl.-Chem. F. Pätzold; Prof. Dr. H.-J. Niclas; Dr. E. Gründemann

Publisher: John Wiley and Sons
Year: 1990
Tongue: English
Weight: 293 KB
Volume: 332
Category: Article
ISSN: 1615-4150
DOI: 10.1002/prac.19903320311

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✦ Synopsis

Abstract

An improved method for the preparation of the title compounds 4 is described. Thus, 1‐hydroxybenzimidazole 3‐oxides are obtained in high yields by the reaction of o‐benzoquinone dioxime 1 with aromatic and heteroaromatic substituted aldehydes 2 in the presence of an excess of strong acids. The primarily formed salts 3 are transformed into 4 by neutralization. The reaction is assumed to proceed via the nitroso‐nitrone 6 as intermediate.

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