1615-4169/asset/2258_left.gif?v=1&s=480b85eb3acd0e8f47639c75e9ec7a59d53cd074)
Article
Heterocyclen aus Acrylnitril. I. Reaktionen von 2-Cyan-aziridin mit Ketonen
Article first published online: 8 NOV 2004
DOI: 10.1002/prac.19793210503
Copyright © 1979 Verlag GmbH & Co. KGaA, Weinheim
1615-4169/asset/cover.gif?v=1&s=6b403eb4cdb02c56a05bd76afba87849efa73d61 "Journal für Praktische Chemie")
Additional Information
How to Cite
Jähnisch, K., Schmitz, E. and Gründemann, E. (1979), Heterocyclen aus Acrylnitril. I. Reaktionen von 2-Cyan-aziridin mit Ketonen. J. Prakt. Chem., 321: 712–720. doi: 10.1002/prac.19793210503
Publication History
- Issue published online: 8 NOV 2004
- Article first published online: 8 NOV 2004
- Manuscript Received: 9 MAR 1978
- Abstract
- References
- Cited By
Heterocycles from Acrylonitrile. I. Reactions of 2-Cyano-aziridin with Ketones
2-Cyano-aziridine 2 is stable towards water at room temperature, but yields aziridine-2-carbonamide 6 on addition of cyclohexanone. Hemiaminal 8 is shown by 13C-spectroscopy to be an intermediate in this reaction.
In the absence of water the aminal-like compounds 10 and 11 are formed from 2-cyano-aziridin 2 and ketones.
Above 100° 2 as well as 6 form the imidazolinone 12 on action of cyclohexanone by opening of the aziridine ring and formation of a methyl group.