Synthesis of N3-Geranylated 5,5-Diphenylhydantoin
Itatina Ayyu Rizqika, Fahimah Martak, and Arif Fadlan

Institut Teknologi Sepuluh Nopember

Abstract

5,5-Diphenylhydantoin constructed by imidazole framework displays unique structure with two amide and imide nitrogen atoms and has been used for antiepileptic treatment. Substitution of the nitrogen atoms of 5,5-diphenylhydantoin could provide compounds with better activities. The availability of geranyl substituent in the structure affects the biological activities of various compounds such as antifungal, antibacterial, and the potential of &#945--glucosidase and &#945--reductase inhibitors. The present paper describes synthesis of 5,5-diphenylhydantoin derivative by N3-alkylation with geranyl bromide. 3-Geranil-5,5-diphenylhydantoin was afforded by using potassium carbonate in N,N-dimethylformamide at room temperature. The spectroscopic methods including NMR, MS, and infrared were employed for structure characterization of all synthesized compounds.

Keywords: 5,5-diphenylimidazolidine-2,4-dione, N3-alkylation, geranyl

Topic: Organic Chemistry