Über die Reaktionen von Guanidin bzw. Harnstoff mit Aminonitrilen |
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| Authors: | Winfried Wendelin Wolfgang Kern Ilse Zmölnig Hans-Wolfgang Schramm |
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| Affiliation: | (1) Institut für Pharmazeutische Chemie, Universität Graz, A-8010 Graz, Österreich |
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| 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.Herrn Prof. Dr.G. Zigeuner zum 60. Geburtstag gewidmet. |
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| Keywords: | Aminonitriles, reaction with guanidine resp. urea 1,3-Diazaspiro[4.5]decan-2-one, 4-imino 1,3-Diazaspiro[4.4]nonan-resp. [4.5]decan-2,4-diimine Guanidine, reactions with aminonitriles Imidazolidin-2,4-diimines, 5-substituted Urea, reactions with aminonitriles |
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