2013
DOI: 10.1186/2191-2858-3-2
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Ultrasound-assisted synthesis of 2,4-thiazolidinedione and rhodanine derivatives catalyzed by task-specific ionic liquid: [TMG][Lac]

Abstract: BackgroundSynthesized arylidene derivatives of rhodanine and 2,4-thiazolidiendione have potent pharmacological activities, and these are also key substrates for the preparation of clinically used antidiabetics.FindingsSome 1,1,3,3-tetramethylguanidine-based task-specific ionic liquids (TSILs) 1a-1e were prepared and employed to the catalyzed solvent-free Knoevenagel condensation of 2,4-thiazolidinedione 3a and rhodanine 3b with a variety of aldehydes.ConclusionsBest results were obtained with 1,1,3,3-tetrameth… Show more

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Cited by 30 publications
(5 citation statements)
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“…Table shows important examples of advanced synthesis of drugs molecules using IL media. There are also many reports on the synthesis of molecules, which can be used as precursors for potential drugs with various activities and contain sulfonamide, lactam, imidazole, , pyrazolone, thiazole, , or thiazolidine , cores.…”
Section: Chemical Applications Of Ionic Liquids In Pharmacymentioning
confidence: 99%
“…Table shows important examples of advanced synthesis of drugs molecules using IL media. There are also many reports on the synthesis of molecules, which can be used as precursors for potential drugs with various activities and contain sulfonamide, lactam, imidazole, , pyrazolone, thiazole, , or thiazolidine , cores.…”
Section: Chemical Applications Of Ionic Liquids In Pharmacymentioning
confidence: 99%
“…Nitche and Klein synthesized N -substituted rhodanines from amines under microwaves using water as a solvent [ 20 ], while Azizi et al synthesized arylidene rhodanine derivatives by condensation of primary amines, aldehydes, ethyl chloroacetate, and carbon disulphide in polyethylene glycol (PEG) at room temperature or with ultrasonic irradiation [ 21 ]. Suresh and Sandhu performed the Knoevenagel condensation of rhodanines using ionic liquids under ultrasound irradiation [ 22 ].…”
Section: Introductionmentioning
confidence: 99%
“…Synthesis of thiazolidine derivatives ( 82 ) was achieved via Knoevenagel condensation of various aldehydes ( 7 ) with 2,4‐thiazolidinedione ( 81 ) or rhodanine ( 81 a ) in the presence of catalytic amount of task‐specific ionic liquid 1,1,3,3‐tetramethylguanidine lactate ([TMG][Lac]) under the influence of ultrasonic irradiation at 80 °C (Scheme ) …”
Section: Ultrasound‐assisted Heterocycles Synthesis In Ionic Liquidsmentioning
confidence: 99%