85997-19-9Relevant academic research and scientific papers
Conversion of a thiohydantoin to the corresponding hydantoin via a ring-opening/ring closure mechanism
Goubet, Francois,Teutsch, Georges
, p. 7727 - 7730 (2007/10/03)
The treatment of activated N,N' disubstituted arylthiohydantoins with methyl or ethyl iodide and sodium methoxide in DMF at room temperature affords the corresponding hydantoins in good yield. The mechanism involves an unusual ring opening-ring closure se
OXIDATION AND REDUCTION OF SUBSTITUTED 4-HYDROXYAMINO AND 4-OXIMINOIMIDAZOLIDIN-2-ONES
Epshtein, S. P.,Rukasov, A. F.,Tashchi, V. P.,Simonova, T. G.,Putsykin, Yu. G.
, p. 993 - 996 (2007/10/02)
4-Oximino-3-aryl(alkyl)-5,5-dimethylimidazolidin-2-ones were obtained by air oxidation of substituted 4-hydroxyaminoimidazolidin-2-ones in the presence of sodium ethoxide.In hydrochloric acid 4-oximino-3-(3',4'-dichlorophenyl)imidazolidin-2-one gives the corresponding hydantoin, whereas 4-oximino-3-(1'-phenylethyl)imidazolidin-2-one gives its E isomer with respect to the oxime group.The reduction of 4-oximino-3-alkylimidazolidin-2-ones with Raney alloy in 20percent NaOH or hydrogenation on a palladium catalyst leads to 4-imino derivatives, whereas reduction of 4-oximino-3-aryl-5,5-dimethylimidazolidin-2-ones that contain chlorine atoms in their aromatic rings with sodium in liquid ammonia leads to their dehalogenation.
