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Vol. 32 No. 7 (2020): Vol 32 Issue 7

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Synthesis, Characterization, Crystallographic Studies of 5-Acetyl-8-hydroxyquinoline and Their Chalcone Derivatives

C.B. Vagish
Department of Chemistry, Yuvaraja′s College, Mysuru-570005, India
https://orcid.org/0000-0002-4169-7962
Karthik Kumara
Department of Studies in Physics, University of Mysore, Mysuru-570005, India
https://orcid.org/0000-0002-4836-3180
N.K. Lokanath
Department of Studies in Physics, University of Mysore, Mysuru-570005, India
https://orcid.org/0000-0003-2773-2247
K. Ajay Kumar
Department of Chemistry, Yuvaraja′s College, Mysuru-570005, India
https://orcid.org/0000-0003-0859-5486
P.G. Chandrasherkar
Department of Chemistry, Yuvaraja′s College, Mysuru-570005, India
https://orcid.org/0000-0002-4880-6914

Corresponding Author(s) : P.G. Chandrasherkar

pgc2031@gmail.com

Asian Journal of Chemistry, Vol. 32 No. 7 (2020): Vol 32 Issue 7

Abstract

An efficient, easy and one pot synthesis for the Friedel-Craft acetylation reaction of quinolines was developed. The reaction between 8-hydroxyquinoline and acetyl/benzoyl chloride in nitrobenzene immediately flocculates as yellow precipitate. On further addition of Lewis acid causes the Friedel-Craft acetylation leads to formation of acetylated quionlines in good yields. The structure of compound 5-acetyl-8-hydroxyquinoline (3) was confirmed by single crystal X-ray diffraction studies. The compound crystallizes in the monoclinic crystal system with the space group P21/c. The synthesized acetylated quionlines undergoes condensation reaction with aromatic aldehydes leads to 8-hydroxyquinoline chalcones derivatives. The products were characterized by spectral studies, elemental analysis and single crystal X-ray diffraction studies.

Keywords

Friedel-Craft acetylation 8-Hydroxyquinoline Chalcones
Vagish, C., Kumara, K., Lokanath, N., Kumar, K. A., & Chandrasherkar, P. (2020). Synthesis, Characterization, Crystallographic Studies of 5-Acetyl-8-hydroxyquinoline and Their Chalcone Derivatives. Asian Journal of Chemistry, 32(7), 1609–1613. Retrieved from https://asianpubs.org/index.php/ajchem/article/view/2382
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