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Synthesis and antimicrobial evaluation of new glucosylimino thiazole derivatives

  • Amira A. GhoneimEmail author
  • Ahmed F. El-Farargy
Original Paper
  • 7 Downloads

Abstract

p-Sulphonic-N-propionyl aniline 3 was produced from sulphanilic acid with propionic acid under reflux for 2 h, then the compound 3 reacted with thionyl chloride and the corresponding imidoyl chloride 4 was obtained. When imidoyl chloride 4 reacted with potassium isothiocyanate and aniline, the corresponding thiourea derivatives 6 was produced. Compound 6 was reacted with tricyanovinylamine to produce the thiazole derivative 7 after cyclization. The microwave-assisted condensation of 2,3,4.6,-tetra-O-acetyl-β-D-glucopyranosylisothiocynate 8 with thiazole derivative 7 afforded the thiourea derivatives 9. Compound 10 a, b has been synthesized by reacting thiourea derivatives 9 with chloroacetone. The prepared compounds were screened for antibacterial properties against Staphylococcus aureus and Escherichia coli, and antifungal activity against Candida sp. The structure assignments of the new synthesized compounds are based on spectroscopic data.

Keywords

Synthesis Antimicrobial Glucosylimino Thiazole derivatives 

Notes

Acknowledgements

A. F. El-Farargy thanks Professor Norbert Krause, Lehrstuhl für Organische Chemie, TU Dortmund, for his repeated invitations, kind hospitality, and the facilities offered. The authors thank College of Science, Jouf University, Sakaka, Kingdom of Saudi and Chemistry Department and Faculty of Science, Zagazig University, Zagazig, Egypt for their continuous help and support.

Supplementary material

13738_2019_1617_MOESM1_ESM.docx (51 kb)
Supplementary material 1 (DOCX 51 KB)

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Copyright information

© Iranian Chemical Society 2019

Authors and Affiliations

  1. 1.Chemistry Department, College of ScienceJouf UniversitySakakaKingdom of Saudi Arabia
  2. 2.Chemistry Department, Faculty of ScienceZagazig UniversityZagazigEgypt

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