SINTESIS SENYAWA KONJUGASI KALKON (E)-1-(4-((1-(7- KLOROKUINOLIN-4-IL)-1H-1,2,3-TRIAZOL-4-IL)METOKSI)-2- HIDROKSI)-3-(4-METOKSIFENIL)PROP-2-EN-1-ON

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Date

2022-12

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Elfitra

Abstract

Organic synthesis has now developed into one of the most important aspects and the main driving force of organic chemistry. With synthesis, natural products can be produced on a large scale in an easy and low-cost way. Through the isolation of natural materials in the modern era and technological advances today, it is possible to synthesize new medicinal compounds based on structural modifications of previously discovered medicinal compounds through the isolation of natural materials. One of them is the synthesis of chalcone compounds (E)-1-(4-((1-(7-chloroquinoline-4-yl)-1H-1,2,3-triazole-4- yl)methoxy)-2-hydroxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one via chalcone modification by incorporating a chloroquinoline group with a triazole linker molecule. Synthesis was carried out convergently through the formation of chloroquinoline azide compounds and the formation of propargyl substituted chalcone compounds. These two compounds are then combined through the formation of a linking compound, namely triazole, which is carried out by "click chemistry". The yield obtained from the chalcone synthesis was 28.90 %. The interpretation results of UV, FTIR, 1H-NMR, 13C-NMR and HRMS data indicated that the synthesized compound was compound (E)-1-(4-((3-(1-(7- chloroquinoline-4-yl) triaz-2-en-1-yl))prop-2-un-1-yl)oxy)-2-hydroxyphenyl)-3-(4- methoxyphenyl) prop-2-en-1-one. This compound is an intermediate compound of the target molecule.

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Keywords

Chalcone, click chemistry, quinoline, triazole

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