Synthesis and spectrometric study of some nucleophilic reactions of the antiepileptic molecule; 5,5-diphenyl imidazolidine-2,4-dione.

Abstract

New reaction routs were performed for the compound 5,5-diphenyl 2,4-imidazolidinedione (I) to give derivatives (II – VII). These reactions include acylation, halogenation, reduction, and nucleophilic substitutions. Most of the derivatives showed variable chemical reactivities and thermal stability, and the N1 and N3 disubstituted analogue were found much less stable, and hydrolyzes easily in the reaction medium. According to 1H and 13C NMR measurement's, 1,3-Dichloro-5,5-diphenyl imidazolidine-2,4-dione (V) was found to chlorinate the methyl group of the solvent DMSO-d6. Sodium hydroxide consumption analysis was established to reveal the molecularity against NaOH, by following acid-base volumetric method.

Keywords

• phenytoin
• 5
• 5-diphenyl 2
• 4-imidazolidinedione
• i
• sodium hydroxide consumption analysis
• antiepileptic drug
• acylation
• halogenation
• reduction
• and nucleophilic substitutions