Sintesis Dihidropirimidinon dari Tiourea Menggunakan Iodin dengan Metode Grinding

Aqilah, Afifah (2024) Sintesis Dihidropirimidinon dari Tiourea Menggunakan Iodin dengan Metode Grinding. Other thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Senyawa dihidropirimidinon dengan rumus molekul C4H6N2O dapat diperoleh melalui reaksi Biginelli antara aldehida aromatik, urea/tiourea, dan β-dikarbonil dalam berbagai pelarut dan dengan katalis asam yang berlainan serta dengan teknik sintesis yang berbeda. Studi literatur mengungkap bahwa sintesis senyawa dihidropirimidinon dari tiourea menggunakan iodin dengan metode grinding belum pernah dilaporkan. Penelitian ini melaporkan sintesis dihidropirimidinon 4a-f melalui reaksi aldehida 1a-f, tiourea 2, dan etil asetoasetat 3 dalam pelarut toluene dengan penambahan iodin menggunakan metode grinding. Penelitian yang dilakukan berhasil mendapatkan etil 4-fenil-6-metil-2-tiokso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4a, etil 4-(4-metoksifenil)-6-metil-2-tiokso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4b, etil 4-(4-hidroksi-3-metoksifenil)-6-metil-2-tiokso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4c, etil 4-(4-hidroksifenil)-6-metil-2-tiokso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4d, etil 4-(2-hidroksifenil)-6-metil-2-tiokso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4e, dan etil 4-(4-klorofenil)-6-metil-2-tiokso-1,2,3,4-tetrahidropirimidin-5-karboksilat 4f masing-masing dengan %yield sebesar 1,7%, 3,3%, 7,7%, 8,0%, 7,9%, 2,3%. Identifikasi struktur senyawa hasil sintesis yang dilakukan dengan spektrometer NMR (1H dan 13C), spektrometer IR, dan spektrometer massa menyatakan bahwa senyawa 4a-f telah berhasil diperoleh. =================================================================================================================================
Dihydropyrimidinone compounds with the molecular formula C4H6N2O can be obtained through the Biginelli reaction between aromatic aldehydes, urea/thiourea, and β-dicarbonyl in various solvents and with different acid catalysts and different synthesis techniques. Literature study revealed that synthesis of dihydropyrimidinone compounds from thiourea using iodine with grinding method has never been reported. This study reported the synthesis of dihydropyrimidinones 4a-f through the reaction of aldehydes 1a-f, thiourea 2, and ethyl acetoacetate 3 in toluene solvent with addition of iodine with grinding method. The study successfully obtained ethyl 4-phenyl-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4a, ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1, 2,3,4-tetrahydropyrimidin-5-carboxylate 4b, ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thio-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4c, ethyl 4-(4-hydroxyphenyl)-6-methyl-2-thio-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4d, ethyl 4-(2-hydroxyphenyl)-6-methyl-2-thio-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4e, and ethyl 4-(4-chlorophenyl)-6-methyl-2-thio-1,2,3,4-tetrahydropyrimidin-5-carboxylate 4f respectively with %yield of 1.7%, 3.3%, 7.7%, 8.0%, 7.9%, 2.3%. Structural identification of the synthesized compounds by NMR spectrometer (1H and 13C), IR spectrometer, and mass spectrometer revealed that compounds 4a-f had been successfully obtained.

Item Type:	Thesis (Other)
Uncontrolled Keywords:	dihidropirimidinon, iodin, pemisahan dan pemurnian, identifikasi struktur senyawa organik, dihydropyrimidinone, iodine, separation and purification, identification structure of organic compound
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:	Afifah Aqilah
Date Deposited:	17 Feb 2024 07:18
Last Modified:	17 Feb 2024 07:18
URI:	http://repository.its.ac.id/id/eprint/107240

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