Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione

Naufal, Muhammad; Sabana, Irana Rahmawati; Al-Anshori, Jamaludin; Maharani, Rani; Zainuddin, Achmad; Sumiarsa, Dadan; Hidayat, Ace Tatang; Wiani, Ika

doi:10.21608/ejchem.2022.69081.3512

Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione

Document Type : Original Article

Authors

¹ Department of Chemistry, Faculty of Mathematics and Natural Products, Universitas Padjadjaran

² Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran

³ Department of Chemistry, Faculty of Mathematics and Natural Science, Universitas Padjadjaran, Indonesia

10.21608/ejchem.2022.69081.3512

Abstract

A novel N3-alkylation of 5-(4-chlorobenzylidene)imidazolidine-2,4-dione with 1-chloropentane in the presence of a base potassium carbonate was carried out in N,N-dimethyl formamide at 70 °C and 100 °C for 24 hours. At 70 oC, two products were obtained as 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione 5 and the unexpected 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione 6 with the respective yields of 11% and 12%. Meanwhile, a two-fold increase of the synthetic yield of 5 (22%) was obtained when the reaction was undertaken at higher temperature (100 °C). Both products were characterized through several spectroscopic methods and reported as novel compounds.

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