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260381

Synthesis and Antibacterial Activity of Some Novel Quinoline Analogues

Article

Last updated: 01 Jan 2025

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Abstract

The synthesis of some new heterocyclic compounds including quinoline moiety. The new 4-chloroacetylaminophenylaminoquinoline derivatives (5a, 5b) were synthesized by condensation of 4,7dichloroquinoline 1 with amines (2a, 2b) following by acylation with 2-chloro acetyl chloride 4. Then, 4-chloroacetylaminophenylaminoquinoline derivatives (5a, 5b) were reacted with different substituted aniline (6a,6b,8a,8b) to afford new 4-acetylaminophenylaminoquinoline derivatives 7(a-c), 9(a-d). The one pot reaction with the synthesized 4-acetylaminophenylaminoquinoline derivative 7c, benzaldehyde 9 and triphenylphosphite 10 in presence of LiClO4 as a Lewis acid catalyst led to the formation of α-aminophosphonate derivative 12 in good yields. The chemical structures of all synthesized compounds were elucidated by the analysis of FT-IR, NMR and MS spectral data. The biological screening data of the newly synthesized compounds were screened for in vitro antimicrobial activity towards gram-positive and gram-negative bacteria strains which possess moderate inhibition zones.

DOI

10.21608/ejchem.2022.101247.4852

Keywords

Heterocyclic compounds, 4 7dichloroquinoline, chloro acetyl chloride, substituted aniline, triphenylphosphite, α-aminophosphonate, antimicrobial activity

Authors

First Name

Aya Moustafa

Last Name

Zain El-Dein

MiddleName

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Affiliation

Water Utility Company, Menoufia, Egypt

Email

mostafaaya@yahoo.com

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Orcid

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First Name

Abdel Aleem Hassan

Last Name

Abdel Aleem

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Koom, Menoufia, Egypt.

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Orcid

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First Name

Ibrahim E.T.

Last Name

El-Sayed

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Koom, Menoufia, Egypt.

Email

ibrahimtantawy@yahoo.co.uk

City

-

Orcid

0000-0003-1227-7931

Volume

66

Article Issue

6

Related Issue

41553

Issue Date

2023-06-01

Receive Date

2021-11-09

Publish Date

2023-06-01

Page Start

323

Page End

330

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_260381.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=260381

Order

32

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

Synthesis and Antibacterial Activity of Some Novel Quinoline Analogues

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Article

Created At

30 Dec 2024