Sintesis Senyawa Pirazol Melalui Reaksi Siklokondensasi Multikomponen Tanpa Pelarut dengan Penambahan Iodin

Putra, Kevin Adi (2026) Sintesis Senyawa Pirazol Melalui Reaksi Siklokondensasi Multikomponen Tanpa Pelarut dengan Penambahan Iodin. Other thesis, Institut Teknologi Sepuluh Nopember.

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Abstract

Pirazol merupakan senyawa N-heteroaromatik yang menunjukkan aktivitas antipretik, antidepresan, antibakteri, antivirus, antitumor, dan antiinflamasi sehingga penelitian mengenai sintesis dan aktivitas biologis pirazol beserta turunannya terus dikembangkan. Senyawa pirazol dan turunannya dapat diperoleh melalui reaksi siklokondensasi multikomponen dalam satu wadah antara turunan hidrazina dan senyawa 1,3-dikarbonil. Meskipun demikian, reaksi yang dilakukan masih melibatkan penggunaan pelarut dan asam Lewis yang tidak ramah lingkungan. Penelitian ini melaporkan sintesis senyawa pirazol melalui reaksi siklokondensasi multikomponen tanpa pelarut dengan penambahan iodin. Reaksi dilakukan antara 2-hidroksibenzaldehida 2a, 3-hidroksibenzaldehida 2b, 4-hidroksibenzaldehida 2c dengan fenilhidrazin 3 dan etil asetoasetat 4 melalui refluks pada suhu 70°C selama 30 menit. Senyawa 4,4'-((2-hidroksifenil)metilena)bis(1-fenil-3-metil-1H-pirazol-5-ol) 1a, 4,4'-((3-hidroksifenil)-metilena)bis(1-fenil-3-metil-1H-pirazol-5-ol) 1b, dan 4,4'-((4-hidroksifenil)metilena)bis(1-fenil-3-metil-1H-pirazol-5-ol) 1c berhasil diperoleh dengan yield masing-masing sebesar 34, 60, dan 61%. Struktur senyawa 1a-c ditetapkan dengan spektrometer FTIR dan NMR serta analisis massa.
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Pyrazole is an N-heteroaromatic compound that exhibits antipyretic, antidepressant, antibacterial, antiviral, antitumor, and anti-inflammatory activities; therefore, research on the synthesis and biological activity of pyrazole and its derivatives continues to be extensively developed. Pyrazole compounds and their derivatives can be obtained through a one-pot multicomponent cyclocondensation reaction between hydrazine derivatives and 1,3-dicarbonyl compounds. However, such reactions generally involve the use of solvents and Lewis acids that are not environmentally friendly. This study reports the synthesis of pyrazole compounds via a solvent-free multicomponent cyclocondensation reaction with the addition of iodine. The reaction was carried out between 2-hydroxybenzaldehyde 2a, 3-hydroxybenzaldehyde 2b, and 4-hydroxybenzaldehyde 2c with phenylhydrazine 3 and ethyl acetoacetate 4 under reflux conditions at 70 °C for 30 minutes. The compounds 4,4′-((2-hydroxyphenyl)methylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) 1a, 4,4′-((3-hydroxyphenyl)methylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) 1b, and 4,4′-((4-hydroxyphenyl)methylene)bis(3-methyl-1-phenyl-1H-pyrazol-5-ol) 1c were successfully obtained with yields of 34%, 60%, and 61%, respectively. The structures of compounds 1a–c were elucidated using FTIR and NMR spectroscopy as well as mass spectrometric analysis.

Item Type:	Thesis (Other)
Uncontrolled Keywords:	Iodin, multikomponen, pirazol, tanpa pelarut, Iodine, multicomponent, pyrazole, solvent-free
Subjects:	Q Science Q Science > QD Chemistry Q Science > QD Chemistry > QD251.2 Chemistry, Organic. Biochemistry
Divisions:	Faculty of Science and Data Analytics (SCIENTICS) > Chemistry > 47201-(S1) Undergraduate Thesis
Depositing User:	Kevin Adi Putra
Date Deposited:	04 Feb 2026 08:45
Last Modified:	04 Feb 2026 08:45
URI:	http://repository.its.ac.id/id/eprint/132061

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