Abstract
The aminonitriles3a–f react with guanidine inDMF to yield the 5,5-resp. 5-subtituted imidazolidine-2,4-diimines2a–d resp.2f, whereas2e could not be isolated. 7,14-diazadispiro[5.1.5.2]-pentadecan-15-on (7)1, 4-imino-1,3-diazaspiro[4.5]decan-2-one (8a)1 and the 2,4-diaminotriazine (9)1 were isolated as byproducts.
1-Aminocyclohexancarbonitrile (3a) reacts with urea to the 4-imino-1,3-diazaspiro[4.5]decan-2-one (8a)1;8a can be prepared from (1-cyancyclohexyl)urea (11a) as well. The structures of the new compounds are proved by NMR-, IR- and mass spectra and the mechanism of the reaction is discussed.
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Herrn Prof. Dr.G. Zigeuner zum 60. Geburtstag gewidmet.
Von den Autoren zur Veröffentlichung freigegeben 23. März 1980
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Wendelin, W., Kern, W., Zmölnig, I. et al. Über die Reaktionen von Guanidin bzw. Harnstoff mit Aminonitrilen. Monatshefte für Chemie 112, 1091–1098 (1981). https://doi.org/10.1007/BF00905077
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DOI: https://doi.org/10.1007/BF00905077