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Synthesis of new 6-substituent 2-phenyl and 2-(furan-2-yl)-3-phenyl-quinoline-4-carboxylic acid derivatives
Tawassl Tajelsir Hassan Hajalsiddig (1,*)
, Ahmed Elsadig Mohammed Saeed (2) (1) Department of Chemistry, Collage of Science, Sudan University of Science and Technology, Khartoum, 407, Sudan
(2) Department of Chemistry, Collage of Science, Sudan University of Science and Technology, Khartoum, 407, Sudan
(*) Corresponding Author
Received: 20 Nov 2018 | Revised: 24 Dec 2018 | Accepted: 26 Dec 2018 | Published: 31 Mar 2019 | Issue Date: March 2019
Abstract
A synthesis of substituted quinolines has been achieved by the Doebner reaction which is a three component coupling of arylaldehyde, p-amino-acetophenone and phenyl pyruvic acid. The products of 2,3-diary-6-acetyl-quinoline-4-carboxylic acids were obtained by Claisen Schmidt condensation reaction with aldehydes in the presence of sodium hydroxide in order to give the corresponding α,β-unsaturated carbonyls. The substituted α,β-unsaturated carbonyls were condensed with urea, thiourea, hydrazine, phenyl hydrazine, semicarbazide hydrochloride and ethanolamine to synthesized 2-pyrimidinone, 2-pyrimidinethion, pyrazoline-1-phenyl, pyrazoline, pyrazoline-1-carboxamide and 1,4-oxazepines derivatives, respectively, with good yields. The purity and identities of products were elucidated through thin layer chromatography (TLC), melting point and spectroscopic data (IR, 1H NMR, 13C NMR and LC-Mass).
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DOI: 10.5155/eurjchem.10.1.57-63.1816
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Citations
[1]. Mingming Yang, Yajun Jian, Weiqiang Zhang, Huaming Sun, Guofang Zhang, Yanyan Wang, Ziwei Gao
Synthesis of quinolines via sequential addition and I2-mediated desulfurative cyclization
RSC Advances 11(61), 38889, 2021
DOI: 10.1039/D1RA06976D
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DOI Link: https://doi.org/10.5155/eurjchem.10.1.57-63.1816
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European Journal of Chemistry 2019, 10(1), 57-63 | doi: https://doi.org/10.5155/eurjchem.10.1.57-63.1816 | Get rights and content
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