1-[4-(4-Chlorophenyl)piperazin-1-yl]-2-[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethan-1-one

Heterocyclic systems such as 1,2,4-triazoles and piperazines play an important role in modern medicinal chemistry due to their structural diversity and broad spectrum of biological activities. In this Short Note, we report the synthesis and spectroscopic characterization of a new hybrid molecule combining both pharmacophoric fragments: 1-[4-(4-chlorophenyl)piperazin-1-yl]-2-[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethan-1-one (compound 3). The compound was obtained in 70% yield via S-alkylation of 4-phenyl-1,2,4-triazole-3-thione with a chloroacetyl derivative of 4-chlorophenylpiperazine under alkaline conditions. The structure of 3 was confirmed by 1H and 13C NMR spectroscopy, DEPT-135, 2D NMR (COSY, NOESY, HSQC, HMBC), FT-IR, and elemental analysis. These results support the utility of combining triazole and piperazine fragments in the design of new heterocyclic frameworks with potential biological relevance.

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Publication Details

Journal
Molbank
Published
2025-12-02
DOI
https://doi.org/10.3390/m2097
Primary Topic
Click Chemistry and Applications
Type
article
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article

1-[4-(4-Chlorophenyl)piperazin-1-yl]-2-[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethan-1-one

Jacek Sobstyl, Nazar Trotsko, Wiktoria Drzał
Molbank
Click Chemistry and Applications
article

1-[4-(4-Chlorophenyl)piperazin-1-yl]-2-[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethan-1-one

Jacek Sobstyl, Nazar Trotsko, Wiktoria Drzał
article en

Abstract

Heterocyclic systems such as 1,2,4-triazoles and piperazines play an important role in modern medicinal chemistry due to their structural diversity and broad spectrum of biological activities. In this Short Note, we report the synthesis and spectroscopic characterization of a new hybrid molecule combining both pharmacophoric fragments: 1-[4-(4-chlorophenyl)piperazin-1-yl]-2-[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethan-1-one (compound 3). The compound was obtained in 70% yield via S-alkylation of 4-phenyl-1,2,4-triazole-3-thione with a chloroacetyl derivative of 4-chlorophenylpiperazine under alkaline conditions. The structure of 3 was confirmed by 1H and 13C NMR spectroscopy, DEPT-135, 2D NMR (COSY, NOESY, HSQC, HMBC), FT-IR, and elemental analysis. These results support the utility of combining triazole and piperazine fragments in the design of new heterocyclic frameworks with potential biological relevance.

MolbankVol. 2025(4)
Medical University of Lublin (PL)
Openalex Percentile: Top 71%
Click Chemistry and Applications
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1-[4-(4-Chlorophenyl)piperazin-1-yl]-2-[(4-phenyl-4H-1,2,4-triazol-3-yl)sulfanyl]ethan-1-one — Jacek Sobstyl, Nazar Trotsko, et al. · Molbank (2025) | TGRS Research Map | TGRS