European Journal of Chemistry 2019, 10(1), 57-63. doi:10.5155/eurjchem.10.1.57-63.1816

Synthesis of new 6-substituent 2-phenyl and 2-(furan-2-yl)-3-phenyl-quinoline-4-carboxylic acid derivatives


Tawassl Tajelsir Hassan Hajalsiddig (1,*) orcid , Ahmed Elsadig Mohammed Saeed (2) orcid

(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, Accepted: 26 Dec 2018, Published: 31 Mar 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).


Keywords


Synthesis; Quinoline; Pyrazoline; Heterocyclic; Pyrimidinone; α,β-Unsaturated carbonyl

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DOI: 10.5155/eurjchem.10.1.57-63.1816

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How to cite


Hajalsiddig, T.; Saeed, A. Eur. J. Chem. 2019, 10(1), 57-63. doi:10.5155/eurjchem.10.1.57-63.1816
Hajalsiddig, T.; Saeed, A. Synthesis of new 6-substituent 2-phenyl and 2-(furan-2-yl)-3-phenyl-quinoline-4-carboxylic acid derivatives. Eur. J. Chem. 2019, 10(1), 57-63. doi:10.5155/eurjchem.10.1.57-63.1816
Hajalsiddig, T., & Saeed, A. (2019). Synthesis of new 6-substituent 2-phenyl and 2-(furan-2-yl)-3-phenyl-quinoline-4-carboxylic acid derivatives. European Journal of Chemistry, 10(1), 57-63. doi:10.5155/eurjchem.10.1.57-63.1816
Hajalsiddig, Tawassl, & Ahmed Elsadig Mohammed Saeed. "Synthesis of new 6-substituent 2-phenyl and 2-(furan-2-yl)-3-phenyl-quinoline-4-carboxylic acid derivatives." European Journal of Chemistry [Online], 10.1 (2019): 57-63. Web. 18 Nov. 2019
Hajalsiddig, Tawassl, AND Saeed, Ahmed. "Synthesis of new 6-substituent 2-phenyl and 2-(furan-2-yl)-3-phenyl-quinoline-4-carboxylic acid derivatives" European Journal of Chemistry [Online], Volume 10 Number 1 (31 March 2019)

DOI Link: https://doi.org/10.5155/eurjchem.10.1.57-63.1816

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