Synthesis and Antibacterial Activity of Some Novel Quinoline Analogues

Document Type : Original Article

Authors

1 Water Utility Company, Menoufia, Egypt

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

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.

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