Abdel‐Wahab, Bakr F., Baashen, Mohammed A., Bekheit, Mohamed S., Kariuki, Benson M.  ORCID: https://orcid.org/0000-0002-8658-3897 and El‐Hiti, Gamal A.
2026.
Synthesis and structure elucidation of 2‐((1,2,3‐triazol‐4‐yl)‐1,3,4‐oxadiazol‐2‐yl)Thio)‐1‐arylethan‐1‐ones.
ChemistrySelect
11
(10)
, e72902.
10.1002/slct.72902
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Abstract
Several new 2-(1,2,3-triazol-4-yl)-1,3,4-oxadiazol-2-yl)thio)-1-arylethan-1-ones were synthesized in excellent yields using simple procedures. Reaction of 1-(4-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carbohydrazide (1) with carbon disulfide in ethanol and in the presence of potassium hydroxide at 0°C to room temperature for 6 h gave potassium 2-(1-(4-fluorophenyl)-5-methyl-1H-1,2,3-triazole-4-carbonyl)hydrazine-1-carbodithioate (2) as an intermediate. Subsequent in situ treatment of 2 with aqueous ethanol under reflux for 6 h, followed by neutralization with hydrochloric acid, gave 5-(1-(4-fluorophenyl)-5-methyl-1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazole-2-thiol (3) in 70% yield. Reactions of thiol 3 with various phenacyl bromides 4 in ethanol in basic medium under reflux for 5 h gave the corresponding 2-(1,2,3-triazol-4-yl)-1,3,4-oxadiazol-2-yl)thio)-1-arylethan-1-ones 5a–f in 83%–88% yields. The structures of the newly synthesized heterocycles were elucidated using spectroscopic data and single-crystal x-ray structure determination. The intermolecular interactions in the crystal structures were explored.
| Item Type: | Article |
|---|---|
| Date Type: | Publication |
| Status: | Published |
| Schools: | Schools > Chemistry |
| Additional Information: | RRS policy applied |
| Publisher: | Wiley |
| ISSN: | 2365-6549 |
| Date of First Compliant Deposit: | 16 March 2026 |
| Date of Acceptance: | 17 February 2026 |
| Last Modified: | 16 Mar 2026 15:15 |
| URI: | https://orca.cardiff.ac.uk/id/eprint/185773 |
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