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An efficient synthesis of designed 4‐thiazolidinone fused pyrimidine derivatives as potent antimicrobial agents
Author(s) -
Patel Janki J.,
Morja Mayur I.,
Chikhalia Kishor H.
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.4070
Subject(s) - chemistry , pyrimidine , antimicrobial , moiety , nucleophile , chlorine atom , antifungal , combinatorial chemistry , proton nmr , nucleophilic substitution , stereochemistry , organic chemistry , medicinal chemistry , catalysis , microbiology and biotechnology , biology
Abstract A novel series of hybrid 2‐substituted ((pyrimidin‐2‐yl)hydrazinyl)thiazolidin‐4‐one derivatives were synthesized by means of aromatic nucleophilic displacement of chlorine atoms of 2,4,6‐trichloro pyrimidine. Synthesis of some novel 2‐(2‐(6‐morpholino‐4‐substituted(phenyl amino)pyrimidin‐2‐yl)hydrazinyl)thiazol‐4(5 H )‐one derivatives have been carried out by the displacement of chlorine atoms on the basis of functionality concept on varying conditions. The synthesized hydrazinyl thiazolidin‐4‐one pyrimidine derivatives were evaluated for their expected antimicrobialactivity; where, the majority of these compounds showed potent antibacterial and antifungal activities against the tested strains of bacteria and fungi. Afforded title analogs were subsequently characterized by elemental analysis, IR, 1 H NMR, 13 C NMR, Mass spectroscopy. SAR and HOMO‐LUMO studies were also carried out for confirming the structure biological activity. Thus, these studies suggested that hydrazinyl pyrimidine derivatives bearing thiazolidinone moiety are interesting scaffolds for the development of novel antimicrobial agents.