Sintesis Dihiropirimidinon dari berbagai Aldehida Melalui Pengadukan Pada Suhu Ruang

Pratama, Landaeta Yolga (2024) Sintesis Dihiropirimidinon dari berbagai Aldehida Melalui Pengadukan Pada Suhu Ruang. Other thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Senyawa dihidropirimidinon merupakan senyawa heterosiklik 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 dengan berbagai pelarut, penambahan katalis yang berbeda, dan dengan berbagai teknik sintesis. Studi literatur mengungkap bahwa laporan sintesis senyawa dihidropirimidinon menggunakan iodin dengan metode stirrer sangat terbatas. Penelitian ini melaporkan sintesis dihidropirimidinon 4a g melalui reaksi aldehida 1a-g, urea 2, dan etil asetoasetat 3 dengan penambahan iodin menggunakan metode stirrer. Penelitian yang dilakukan berhasil mendapatkan etil 4-fenil-6- metil-2-okso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4a, etil 4-(2-hidroksifenil)-6-metil-2- okso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4b, etil 4-(3-hidroksifenil)-6-metil-2-okso 1,2,3,4-tetrahidropirimidin-5-karboksilat 4c, etil 4-(4-hidroksi-3-metoksifenil)-6-metil-2-okso 1,2,3,4-tetrahidropirimidin-5-karboksilat 4d, etil 4-(4-klorofenil)-6-metil-2-okso-1,2,3,4- tetrahidropirimidin-5-karboksilat 4e, etil 4-(tetrahidrofuran-2-il)-6-metil-2-okso-1,2,3,4- tetrahidropirimidin-5-karboksilat 4f, dan etil 4,6-dimetil-2-okso-1,2,3,4-tetrahidropirimidin-5- karboksilat 4g dengan %yield sebesar 25,99–93,24%. Identifikasi struktur senyawa hasil sintesis yang dilakukan dengan spektrometer NMR (1H dan 13C), spektrometer FTIR, dan spektrometer massa menyatakan bahwa senyawa 4a-g telah berhasil diperoleh.
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Dihydropyrimidinone compounds are heterocyclic compounds with a pyrimidine framework containing a carbonyl group that can be obtained via the Biginelli reaction involving the condensation of aldehydes, urea and β-ketoesters. The Biginelli reaction can be performed using different solvents, the addition of different catalysts and using different synthesis techniques. From the literature review, it is found that the reports on the synthesis of dihydropyrimidinone compounds using iodine using the stirred method are very limited. This study reports the synthesis of dihydropyrimidinone 4a-g by the reaction of aldehyde 1a-g, urea 2 and ethyl acetoacetate 3 with the addition of iodine using the stirred method. The performed research succeeded in obtaining ethyl 4-phenyl-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine 5-carboxylate 4a, ethyl 4-(2-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5- carboxylate 4b, ethyl 4-(3-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5- carboxylate 4c, ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4- tetrahydropyrimidine-5-carboxylate 4d, ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4- tetrahydropyrimidine-5-carboxylate 4e, ethyl 4-(tetrahydrofuran-2-yl)-6-methyl-2-oxo-1,2,3,4- tetrahydropyrimidine-5-carboxylate 4f and ethyl 4,6-dimethyl-2-oxo-1,2,3,4- tetrahydropyrimidine-5-carboxylate 4g in 25.99-93.24% yield. Identification of the structure of the synthesized compound carried out using NMR spectrometer (1H and 13C), FTIR spectrometer and mass spectrometer indicated that compounds 4a-g were successfully obtained.

Item Type:	Thesis (Other)
Uncontrolled Keywords:	Dihidropirimidinon, Biginelii, iodin, pengadukan, Dihydropyrimidinone, Biginelii, iodine, stirring
Subjects:	Q Science > QD Chemistry > QD251.2 Chemistry, Organic. Biochemistry Q Science > QD Chemistry > QD471 Chemical compounds - Structure and formulas
Divisions:	Faculty of Mathematics and Science > Chemistry > 47201-(S1) Undergraduate Thesis
Depositing User:	Landaeta Yolga Pratama
Date Deposited:	30 Sep 2024 05:40
Last Modified:	30 Sep 2024 05:40
URI:	http://repository.its.ac.id/id/eprint/114323

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