Transformations of 2-substituted 1-dialkylaminoanthraquinones. A reinvestigation
- 1 January 1973
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 920-926
- https://doi.org/10.1039/p19730000920
Abstract
The thermal and photolytic transformations of 2-acylamino-1 -dialkylaminoanthraquinones have been reinvestigated and shown to give in appropriate cases (i)N-acyldihydroimidazoanthraquinones and not 1-dialkylamino-2-oxaziridinylanthraquinones as suggested recently; or (ii) 1,2-dimethylimidazoanthraquinones and not 1-methyl-imidazoanthraquinones. The corresponding cyclisations of 2-amino-1-dialkylaminoanthraquinones give rise to two products: the imidazoanthraquinone and, surprisingly, 2-aminoanthraquinone. The reactions are rationalised mechanistically.Keywords
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