Penggunaan Iodin Dalam Sintesis Dihidropirimidinon dengan Metode Grinding

Dewi, Baziighoh Shinta (2024) Penggunaan Iodin Dalam Sintesis Dihidropirimidinon dengan Metode Grinding. Other thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Senyawa heterosiklik dihidropirimidinon dengan kerangka pirimidina yang mengandung gugus karbonil dapat diperoleh melalui Reaksi Biginelli yang melibatkan kondensasi aldehida, urea, dan β–keto ester. Reaksi Biginelli dapat dilakukan dalam berbagai pelarut, dengan penambahan katalis yang berlainan, dan dengan berbagai teknik sintesis. Studi literatur mengungkap bahwa laporan sintesis senyawa dihidropirimidinon menggunakan iodin dengan metode grinding sangat terbatas. Penelitian ini melaporkan sintesis dihidropirimidinon 4a-e melalui reaksi aldehida 1a-e, urea 2, dan etil asetoasetat 3 dengan penambahan iodin menggunakan metode grinding. Penelitian yang dilakukan berhasil mendapatkan etil 4-fenil-6-metil-2-okso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4a, etil 4-(4-metoksifenil)-6-metil-2-okso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4b, etil 4-(4-hidroksi-3-metoksifenil)-6-metil-2-okso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4c, etil 4-(4-hidroksifenil)-6-metil-2-okso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4d, dan etil 4-(2-hidroksifenil)-6-metil-2-okso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4e masing-masing dengan %yield sebesar 76,25%, 43,03%, 42,43%, 46,70%, 40,64%. Identifikasi struktur senyawa hasil sintesis yang dilakukan dengan spektrometer NMR (1H dan 13C), FTIR, dan MS menyatakan bahwa senyawa 4a-e telah berhasil diperoleh.
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The heterocyclic compound dihydropyimidonone with a pyrimidine framework containing a carbonyl group can be prepared by Biginelli reaction involving condensation of aldehyde, urea, dan β-keto esters. A literature study revealed that reports of the synthesis of the compound dihydropyrimidinone using iodine with grinding methods were very limited. In this study, the compounds dihydropyrimidinone 4a-e were obtained by the reaction between substituted aromatic aldehydes 1a-1e, urea 2 and ethyl acetoacetate 3 using iodine catalyst with grinding method. The research has succeeded in obtaining ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate 4a, ethyl 4-(4-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 4b, ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 4c, ethyl 4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 4d, ethyl 4-(2-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 4e with %yield are 76,25%, 43,03%, 42,43%, 46,70%, 40,64%. Identification of the structure of the synthesized compound was carried out using NMR spectrometers (1H dan13C), FTIR, and MS, which stated that the 4a-e compound had been successfully obtained.

Item Type:	Thesis (Other)
Uncontrolled Keywords:	dihidropirimidinon, reaksi Biginelii, iodin, grinding, dihydropyrimidinone, Biginelli reaction, iodine, grinding
Subjects:	Q Science > QD Chemistry > QD251.2 Chemistry, Organic. Biochemistry
Divisions:	Faculty of Science and Data Analytics (SCIENTICS) > Chemistry > 47201-(S1) Undergraduate Thesis
Depositing User:	Baziighoh Shinta Dewi
Date Deposited:	19 Feb 2024 02:20
Last Modified:	19 Feb 2024 02:20
URI:	http://repository.its.ac.id/id/eprint/107250

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