1‐Methyl‐1‐sulfopyrrolidinium Chloride (MSP‐Cl), Facilitated Rapid and Green Synthesis of Biologically Active Schiff Bases

Abstract In the present research work, a novel and efficient method was been developed for the synthesis of biologically active ( E )‐3‐(4‐(benzyloxy)phenyl)‐2‐((substituted benzylidene)amino)‐1‐(thiazolidin‐3‐yl) propan‐1‐one derivatives ( AAP‐1 to AAP‐10 ) using a newly designed organic catalyst 1‐methyl‐1‐sulfopyrrolidinium chloride ( MSP‐Cl ). This catalyst effectively facilitates the condensation reaction between aromatic aldehydes and 1 in a green solvent system, leading to the formation of AAP‐1 to AAP‐10 high yields. The synthesized products were thoroughly characterized using 1 H NMR, 13 C NMR, and FTIR spectroscopy. The MSP‐Cl catalyst is believed to function via forming an iminium intermediate, which promotes the efficient synthesis of these Schiff bases. This methodology presents several advantages, including cost‐effectiveness, scalability, a simple workup process, minimal side reactions, shorter reaction times, and broad substrate applicability. Compared to conventional methods, it provides a superior alternative, especially for acyl derivatives that typically do not proceed efficiently without catalysis. This innovative protocol holds great promise and has the potential to revolutionize the industrial‐scale synthesis of Schiff bases and related compounds.

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Journal
ChemistrySelect
Published
2025-10-28
DOI
https://doi.org/10.1002/slct.202503449
Primary Topic
Multicomponent Synthesis of Heterocycles
Type
article
Field-Weighted Citation Impact
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article

1‐Methyl‐1‐sulfopyrrolidinium Chloride (MSP‐Cl), Facilitated Rapid and Green Synthesis of Biologically Active Schiff Bases

Baban K. Magare, Dinesh L. Lingampalle, Amit A. Pund, Dipak Shejul et al.
ChemistrySelect
Multicomponent Synthesis of Heterocycles
article

1‐Methyl‐1‐sulfopyrrolidinium Chloride (MSP‐Cl), Facilitated Rapid and Green Synthesis of Biologically Active Schiff Bases

Baban K. Magare, Dinesh L. Lingampalle, Amit A. Pund, Dipak Shejul, Bharat Sonwane, Bhagwat Shelke, Gorakhnath Mitkari
article en

Abstract

Abstract In the present research work, a novel and efficient method was been developed for the synthesis of biologically active ( E )‐3‐(4‐(benzyloxy)phenyl)‐2‐((substituted benzylidene)amino)‐1‐(thiazolidin‐3‐yl) propan‐1‐one derivatives ( AAP‐1 to AAP‐10 ) using a newly designed organic catalyst 1‐methyl‐1‐sulfopyrrolidinium chloride ( MSP‐Cl ). This catalyst effectively facilitates the condensation reaction between aromatic aldehydes and 1 in a green solvent system, leading to the formation of AAP‐1 to AAP‐10 high yields. The synthesized products were thoroughly characterized using 1 H NMR, 13 C NMR, and FTIR spectroscopy. The MSP‐Cl catalyst is believed to function via forming an iminium intermediate, which promotes the efficient synthesis of these Schiff bases. This methodology presents several advantages, including cost‐effectiveness, scalability, a simple workup process, minimal side reactions, shorter reaction times, and broad substrate applicability. Compared to conventional methods, it provides a superior alternative, especially for acyl derivatives that typically do not proceed efficiently without catalysis. This innovative protocol holds great promise and has the potential to revolutionize the industrial‐scale synthesis of Schiff bases and related compounds.

ChemistrySelectVol. 10(41)
Shivaji University (IN), Indian Council of Agricultural Research (IN)
Chhatrapati Shahu Maharaj Research Training and Human Development Institute
Openalex Percentile: Top 76%
Multicomponent Synthesis of Heterocycles
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