European Journal of Chemistry

One-pot synthesis and antimicrobial activity of new 4,6-disubstituted-3,4-dihydropyrimidine-2(1H)-thiones

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Published: Mar 31, 2017
DOI: https://doi.org/10.5155/eurjchem.8.1.96-100.1543
Keywords:
Thione, Thiourea, Pyrimidine, Thiophene, Pyrimidine-2-thione, Antimicrobial activity
Section
Research Article
Issue
Vol. 8 No. 1 (2017): March 2017
Dates
Received 2017-01-12
Accepted 2017-01-29
Published 2017-03-31


Main Article Content

Mahmoud Al-Refai
Department of Chemistry, Faculty of Science, Al Al-Bayt University, Al-Mafraq, 25113, Jordan
Mohammad Ibrahim
Department of Chemistry, Faculty of Science, Al Al-Bayt University, Al-Mafraq, 25113, Jordan
Abdullah Al-Fawwaz
Department of Biological Sciences, Faculty of Science, Al Al-Bayt University, Al-Mafraq, 25113, Jordan
Armin Geyer
Faculty of Chemistry, Philipps University Marburg, Hans-Meerwein-Straße 4, Marburg, 35032, Germany

Abstract

A series of 3,4-dihydropyrimidine-2(1H)-thiones (3a-i) were synthesized in moderate yields via a one-pot reaction of 3-acetyl-2,5-diclorothiophene (1), aryl aldehydes (2a-i) and thiourea in methanolic solution of potassium hydroxide under reflux conditions. All newly synthesized compounds were characterized by extensive NMR analysis, including 1D NMR experiments (1H and 13C) and 2D NMR experiments (COSY, HMBC and HSQC), as well as ESI-MS and HRESI-MS data. The antimicrobial activity of all new compounds (3a-f) was tested against bacteria and fungi. Thione derivative (3c) only showed activity against Staphylococcus aureus, Bacillus subtilis and Aspergillus niger.


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Al-Refai, M.; Ibrahim, M.; Al-Fawwaz, A.; Geyer, A. One-Pot Synthesis and Antimicrobial Activity of New 4,6-Disubstituted-3,4-Dihydropyrimidine-2(1H)-Thiones. Eur. J. Chem. 2017, 8, 96-100.

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