Facile Novel Synthesis and Reactions of Thiazolidin-4-one Derivatives for Antimicrobial Agents

Abstract

A facile and fast procedure for synthesis of 3-phenyl-cyclohexane(1′-2)thiazolidin-4-one (1), which underwent condensation with glucose and p-chlorobenzaldehyde to afford 2 and 3, respectively. Compound 3 was used as precursor for the preparation of some fused heterocyclic compounds 4–7. Compound 4 was alkylated using dichloroacetone and chloroacetic acid to afford 8 and 9, respectively. Also, it reacted with acrylonitrile and hydrazine hydrate to afford 10 and 11, respectively. Compound 9 was condensed with p-chlorobenzaldehyde and glucose to afford 12 and 13, respectively. Selected members of the synthesized compounds were screened for antimicrobial activity.

Keywords:

• Antimicrobial activities
• bis-thiazolopyrimidine
• pyrazolothiazole
• thiazolopyridine
• thiazolopyrimidine

ACKNOWLEDGMENT

We are thankful to Dr. Naiera A. M. Abdel Wahed, Natural and Microbial Products Department, National Research Centre, for biological evaluation.

Notes

Notes. Highly sensitive: inhibition zone 21–30 mm.

Fairly sensitive: inhibition zone 16–20 mm.

Slightly sensitive: inhibition zone 10–15 mm.