Numerous novel N,N-disubstituted 5-alkyliden- or 5-aralkyliden-3-aminorhodanines 2 have been prepared by condensation of carbonyl compounds with 1. The effectiveness of some derivatives in an "akanthose test" with hairless mice was shown.

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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

C-5-unsubstituted 3-aminorhodanines 1 are converted to 5-hydroximinorhodanines 2 with NaNOflCl, nitrosyl-and nitronium-tetrafluoroborate.With HNO, 5-hydroximinothiazolidine-2,4-diones 3 arise. Under drastic conditions 5-aralkyliden-3-aminorhodanines 7 are desulfurized oxidatively in 2-position by HN02.

Der 2-Thioxoschwefel der 3-Aminorhodanine 2 bzw. der Rhodanine 5 scheint essentiell fur die Bildung der C-Nitrorhodanine 4 bzw. 6 zu sein, da entspr. 2-0x0-analoga wie 7a-c2) unter gleichen Bedingungen nicht nitriert werden, sondern unverandert zuruckgewonnen werden. Versuche mit 3,5-Dimethyl-2-thioxo-oxazolidin-4-on (S), dargestellt nach Lit.5), bzw. 5-Methyl-l,3-diphenyl-2-thioxo-imidazolidin-4-on (9) gaben keine 5-Nitroprodukte, sondern komplexe Zersetzungsgemische, so dal3 offenbar auch der Austausch des endocyclischen S der Rhodaninderivate gegen 0 bzw. N die Bildung stabiler 5-Nitrodenvate der Heterocyclen verhindert.Statt rnit NaNOSssigsaure (Methode A) lassen sich die Rhodaninderivate 2 und 5 auch mit Nitroniumtetrafluoroborat in CCl4 (Methode B) oder mit Nitrosyltetrafluoroborat N-NH,