Synthesis of 3-Prenyl-5,5-diphenylimidazolidine-2,4-dione
Vania Wirastuti, Fahimah Martak, Arif Fadlan

Department of Chemistry, Faculty of Science and Data Analytics, Institut Teknologi Sepuluh Nopember, Kampus ITS Sukolilo, Surabaya, East Java, Indonesia, 60111

a) Electronic mail: vaniawirastuti.18012[at]mhs.its.ac.id
b) Electronic mail: fahimahm[at]chem.its.ac.id
c) Corresponding author: afadlan[at]chem.its.ac.id

Abstract

Imidazoles and their derivatives have been widely developed because of their diverse biological activities such as anticancer, antimicrobial, antiulcer, enzyme-specific inhibitor, antihypertensive, anti-inflammatory, analgesic, and anesthetic potentials. 5,5-Diphenylimidazolidine-2,4-dione, an imidazole derivative with antiepileptic activity, has been studied for the potential bioactivities. Herein we report the modification of 5,5-diphenylimidazolidine-2,4-dione through N3-alkylation using 3,3-dimethylallyl bromide. The reaction was performed in dimethylformamide at room temperature in the presence of potassium carbonate. 3-Prenyl-5,5-diphenylimidazolidine-2,4-dione was produced in good yield and the structure was identified by NMR, MS, and infrared analysis.

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

Topic: Organic Chemistry