Efficient One-Pot Synthesis of 4-(((8-Hydroxyquinolin-7-yl) (phenyl)methyl)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one Derivatives Using TiO2 Nanoparticles as a Catalyst

Dharmesh Katariya; Chandani Gori; Pankaj Solanki; Bharat Kataria; Ranjan Khunt

doi:10.2174/0115701786406873250730182802

image of Efficient One-Pot Synthesis of 4-(((8-Hydroxyquinolin-7-yl) (phenyl)methyl)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one Derivatives Using TiO2 Nanoparticles as a Catalyst

Efficient One-Pot Synthesis of 4-(((8-Hydroxyquinolin-7-yl) (phenyl)methyl)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one Derivatives Using TiO2 Nanoparticles as a Catalyst
Authors: Dharmesh Katariya¹, Chandani Gori¹, Pankaj Solanki², Bharat Kataria² and Ranjan Khunt¹
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¹ Department of Chemistry, Saurashtra University Rajkot, 360005, India; ² Department of Nanoscience and Advance Materials, Saurashtra University, Rajkot, 360005, India
Source: Letters in Organic Chemistry
Available online: 07 August 2025
DOI: https://doi.org/10.2174/0115701786406873250730182802
- Received: 12 Apr 2025
- Accepted: 23 May 2025
- Available online: 07 Aug 2025

Abstract

A series of 4-(((8-hydroxyquinolin-7-yl)(phenyl)methyl)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one derivatives (4a–j) were synthesized via a one-pot, three-component reaction. The reaction employed benzaldehyde derivatives (1a–j), 4-aminoantipyrine (2), and 8-hydroxyquinoline (3), using titanium dioxide nanoparticles (TiO2 NPs) as a catalyst. The TiO2 NPs, synthesized through a sol–gel method, efficiently catalyzed the transformation under mild conditions, delivering high yields in just 9 minutes at room temperature. Optimization revealed that 0.010 g of catalyst in methanol was optimal, with protic solvents outperforming aprotic and non-polar ones. The reaction progress was monitored using thin-layer chromatography (TLC), and the final products were isolated via recrystallization. A systematic study of reaction parameters confirmed TiO2 NPs as an efficient, reusable, and environmentally friendly catalyst for multicomponent organic synthesis.

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Efficient One-Pot Synthesis of 4-(((8-Hydroxyquinolin-7-yl) (phenyl)methyl)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one Derivatives Using TiO2 Nanoparticles as a Catalyst

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Article Type: Research Article

Keywords: one-pot synthesis ; 4-(((8-hydroxyquinolin-7-yl)(phenyl) methyl)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one derivatives ; green catalysis ; TiO2 nanoparticles ; sol-gel method

Efficient One-Pot Synthesis of 4-(((8-Hydroxyquinolin-7-yl) (phenyl)methyl)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one Derivatives Using TiO2 Nanoparticles as a Catalyst

Abstract

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Supplementary material is available on the publisher's website along with the published article.

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