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Oxidation of Substituted Imidazolidin-4-ones: New Alternative Method Preparation of 4,5-Dihydro-1H-imidazol-5-ones
Year: 2010
Type of publication: článek v odborném periodiku
Name of source: Journal of Heterocyclic Chemistry
Publisher name: Wiley-Blackwell
Page from-to: 1356-1360
Titles:
Language Name Abstract Keywords
cze Oxidace substituovaných imidazolidin-4-onů: Nová alternativní metoda přípravy 4,5-dihydro-1H-imidazol-5-onů Reakcí aldehydů (pentanal, benzaldehyd, 4-methoxybenzaldehyd, 4-nitrobenzaldehyd, salicylaldehyd, pyridin-2-karbaldehyd) s 1-aminocyklopentankarboxamidem resp. (S)-2-amino-2,3-dimethylbutanamidem byly připraveny substituované imidazolidin-4-ony 1a–g ve výtěžcích 53–83%. Následná oxidace různými činidly poskytla odpovídající 4,5-dihydro-1H-imidazol-5-ony 2a–g: Pd/C (72–93%), DDQ (25–80%) a MnO2 (30–77%). Struktura přepravených sloučenin 1a–g a 2a–g byla potvrzena 1H NMR a 13C NMR spektroskopií, EI-MS a elementární analýzou. RTG-analýza byla provedena v případě sloučenin 1e a 2e. Oxidace; imidazolidin-4-ony; 4,5-dihydro-1H-imidazol-5-ony
eng Oxidation of Substituted Imidazolidin-4-ones: New Alternative Method Preparation of 4,5-Dihydro-1H-imidazol-5-ones The reaction of aldehydes (pentanal, benzaldehyde, 4-methoxybenzaldehyde, 4-nitrobenzaldehyde, salicylaldehyde, pyridin-2-carbaldehyde) with 1-aminocyclopentancarboxamide or (S)-2-amino-2,3-dimethylbutanamide has been used to prepare substituted imidazolidin-4-ones 1a–g in the yields of 53–83%.Subsequent oxidations with various reagents gave the corresponding 4,5-dihydro-1H-imidazol-5-ones 2a–g: Pd/C (72–93%), DDQ (25–80%), and MnO2 (30–77%). Structure of the prepared compounds 1a–g and 2a–g was verified by 1H NMR and 13C NMR spectroscopy, EI-MS and elemental analysis. X-ray diffraction was performed in the case of compounds 1e and 2e. Oxidation; Imidazolidin-4-ones; 4,5-Dihydro-1H-imidazol-5-ones

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