Open AccessSynthesis, Characterization, Crystallographic Studies of 5-Acetyl-8-hydroxyquinoline and Their Chalcone Derivatives
Author(s) -
C.B. Vagish,
Karthik Kumara,
N.K. Lokanath,
K. Ajay Kumar,
P.G. Chandrasherkar
Publication year - 2020
Publication title -
asian journal of chemistry/asian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.145
H-Index - 34
eISSN - 0975-427X
pISSN - 0970-7077
DOI - 10.14233/ajchem.2020.22628
Subject(s) - chemistry , 8 hydroxyquinoline , acetylation , monoclinic crystal system , nitrobenzene , condensation reaction , crystal structure , chalcone , single crystal , lewis acids and bases , condensation , organic chemistry , medicinal chemistry , crystallography , catalysis , biochemistry , physics , thermodynamics , gene
An efficient, easy and one pot synthesis for the Friedel-Craft acetylation reaction of quinolines wasdeveloped. The reaction between 8-hydroxyquinoline and acetyl/benzoyl chloride in nitrobenzeneimmediately flocculates as yellow precipitate. On further addition of Lewis acid causes the Friedel-Craftacetylation leads to formation of acetylated quionlines in good yields. The structure of compound5-acetyl-8-hydroxyquinoline (3) was confirmed by single crystal X-ray diffraction studies. Thecompound crystallizes in the monoclinic crystal system with the space group P21/c. The synthesizedacetylated quionlines undergoes condensation reaction with aromatic aldehydes leads to8-hydroxyquinoline chalcones derivatives. The products were characterized by spectral studies,elemental analysis and single crystal X-ray diffraction studies.