Issue 22, 2024

Unveiling the catalytic potency of a novel hydrazone-linked covalent organic framework for the highly efficient one-pot synthesis of 1,2,4-triazolidine-3-thiones

Abstract

A novel hydrazone-linked covalent organic framework (TRIPOD-DHTH COF) was synthesized through the ultrasonic treatment of 2,5-dihydroxyterephthalohydrazide (DHTH) and 4,4′,4′′-[1,3,5-triazine-2,4,6-triyltris(oxy)]tris-benzaldehyde (TRIPOD). The COF was extensively analyzed using FT-IR, PXRD, SEM, TEM, BET, XPS, TGA, and DTA techniques. The characterization studies revealed the presence of mesoporous properties and high thermal stability, with a surface area measuring 2.78 m2 g−1 and an average pore size of 8.88 nm. The developed COF demonstrated exceptional catalytic activity in synthesizing 1,2,4-triazolidine-3-thiones from thiosemicarbazide and various ketones and aldehydes using a water : ethanol (1 : 2) medium at room temperature. A significant yield (80–98%) of 1,2,4-triazolidine-3-thiones was obtained in a low reaction time (4–20 min). The role of TRIPOD as a precursor in the synthesis of the COF and as a reactant in the synthesis of 1,2,4-triazolidine-3-thione (3l) was found to be fascinating. The synthesized COF maintained its catalytic activity over eight runs, underscoring its efficiency and reusability, highlighting its potential for sustainable chemical syntheses.

Graphical abstract: Unveiling the catalytic potency of a novel hydrazone-linked covalent organic framework for the highly efficient one-pot synthesis of 1,2,4-triazolidine-3-thiones

Supplementary files

Article information

Article type
Communication
Submitted
05 Aug 2024
Accepted
19 Oct 2024
First published
21 Oct 2024
This article is Open Access
Creative Commons BY-NC license

Nanoscale Adv., 2024,6, 5568-5578

Unveiling the catalytic potency of a novel hydrazone-linked covalent organic framework for the highly efficient one-pot synthesis of 1,2,4-triazolidine-3-thiones

P. Teli, S. Soni, S. Teli and S. Agarwal, Nanoscale Adv., 2024, 6, 5568 DOI: 10.1039/D4NA00650J

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