Sintesis Dihidropirimidinon Menggunakan Iodin dalam Pelarut Air

Zayyan, Farah (2024) Sintesis Dihidropirimidinon Menggunakan Iodin dalam Pelarut Air. Other thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Senyawa dihidropirimidinon yang mengandung kerangka pirimidin dengan dua atom nitrogen dan satu gugus karbonil dapat disintesis melalui reaksi Biginelli antara aldehida, etil asetoasetat, dan urea dengan katalis asam yang berlainan dalam berbagai pelarut. Literatur yang melaporkan sintesis senyawa dihidropirimidinon menggunakan iodin dalam pelarut air sangat terbatas. Penelitian ini melaporkan sintesis dihidropirimidinon 4a-g melalui reaksi aldehida 1a-g, urea 2, dan etil asetoasetat 3 dengan penambahan iodin dalam pelarut air pada suhu ruang. 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, etil 4-(2-hidroksifenil)-6-metil-2-okso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4e, etil 4-(4-klorofenil)-6-metil-2-tiokso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4f, dan etil 4-(tetrahidrofuran-2-il)-6-metil-2-okso-1,2,3,4-tetrahidro-pirimidin-5-karboksilat 4g masing-masing dengan %yield sebesar 71,16%, 86,88%, 77,34%, 96,17%, 75,17%, 82,16%, 95,03%. Identifikasi struktur senyawa hasil sintesis yang dilakukan dengan spektrometer NMR (1H dan 13C), spektrometer IR, dan spektrometer massa menyatakan bahwa senyawa 4a-g telah berhasil diperoleh.
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Dihydropyrimidinone compounds containing a pyrimidine skeleton with two nitrogen atoms and one carbonyl group can be synthesized via the Biginelli reaction between aldehydes, ethyl acetoacetate, and urea with different acid catalysts in various solvents. Literature reporting the synthesis of dihydropyrimidinone compounds using iodine in aqueous solvents is very limited. This study reports the synthesis of dihydropyrimidinone 4a-g through the reaction of aldehyde 1a-g, urea 2, and ethyl acetoacetate 3 with the addition of iodine in aqueous solvent at room temperature. The research successfully obtained ethyl 4-phenyl-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4a, ethyl 4-(4-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4b, ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4c, ethyl 4-(4-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4d, ethyl 4-(2-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4e, ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4f, and ethyl 4-(tetrahydrofuran-2-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate 4g with %yield of 71.16%, 86.88%, 77.34%, 96.17%, 75.17%, 82.16%, 95.03% respectively. Structural identification of the synthesized compounds carried out by NMR spectrometer (1H and 13C), IR spectrometer, and mass spectrometer stated that compound 4a-g has been successfully obtained.

Item Type:	Thesis (Other)
Uncontrolled Keywords:	dihidropirimidinon, reaksi Biginelli, Iodin, Air, dihydropyrimidinone, Biginelli reaction, Iodine, Water
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:	FARAH ZAYYAN
Date Deposited:	16 Feb 2024 08:46
Last Modified:	16 Feb 2024 08:46
URI:	http://repository.its.ac.id/id/eprint/107208

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