Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione
naufal, M., Sabana, I., Al-Anshori, J., Maharani, R., Zainuddin, A., Sumiarsa, D., Hidayat, A., Wiani, I. (2022). Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione. EKB Journal Management System, 65(12), 95-99. doi: 10.21608/ejchem.2022.69081.3512
muhammad naufal; Irana Rahmawati Sabana; Jamaludin Al-Anshori; Rani Maharani; Achmad Zainuddin; Dadan Sumiarsa; Ace Tatang Hidayat; Ika Wiani. "Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione". EKB Journal Management System, 65, 12, 2022, 95-99. doi: 10.21608/ejchem.2022.69081.3512
naufal, M., Sabana, I., Al-Anshori, J., Maharani, R., Zainuddin, A., Sumiarsa, D., Hidayat, A., Wiani, I. (2022). 'Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione', EKB Journal Management System, 65(12), pp. 95-99. doi: 10.21608/ejchem.2022.69081.3512
naufal, M., Sabana, I., Al-Anshori, J., Maharani, R., Zainuddin, A., Sumiarsa, D., Hidayat, A., Wiani, I. Synthesis of 3-pentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione and 1,3-dipentyl-5-(4-chlorobenzylidene)imidazolidine-2,4-dione. EKB Journal Management System, 2022; 65(12): 95-99. 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

Egyptian Journal of Chemistry
Article 11, Volume 65, Issue 12, December 2022, Pages 95-99    PDF (848.66 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2022.69081.3512
Authors
muhammad naufal1; Irana Rahmawati Sabana2; Jamaludin Al-Anshori2; Rani Maharani2; Achmad Zainuddin2; Dadan Sumiarsa3; Ace Tatang Hidayat2; Ika Wiani* 2
1Department of Chemistry, Faculty of Mathematics and Natural Products, Universitas Padjadjaran
2Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran
3Department of Chemistry, Faculty of Mathematics and Natural Science, Universitas Padjadjaran, Indonesia
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.
Keywords
Hydantoin; Knoevenagel Condensation; Amide Alkylation; Heterocyclic Synthesis
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