سنتز مشتقات جديد بنزيل ايميد ازوليل هيدانتوييد بعنوان ضد صرع

Synthesis of novel benzylimidazolylhydantoins as antiepiloptics

In order to investigate the effect of replacement of phenyl ring with imidazolyl at active metabolite of antiepileptic drug ethotoin, we decided to synthesize benzylimidazolylhydantoins. First, starting from dihydroxy acetone and benzylamine hydrochloride, 5- hydroxymethyl -1- phenyl methyl -2 (3H) imidazolinethione [1] was synthesized which was subsequetly alkylated by alkyl halides. After oxidation of the resulting 1-benzyl -2- alkylthio 5- hydroxymethylimidazole [2] with MnO2, 1-benzyl -2-alkylthio -5- formylimidazole [3] was obtained. Finally aldehyde [3] was reacted with ammoniom carbonate and sodium cyanide accoring to Bucherer reaction to give the title compound, 5- (1-benzyl --2- alkylthio -5- imidazolyl) imidazoline -2, 4- dione [4].