6339-79-3

Usage

Uses

Used in Pharmaceutical Industry:
4-Thiazolidinone, 5-[(4-hydroxyphenyl)methylene]-2-thioxois used as a key intermediate in the development of novel drugs. Its unique structure and reactivity allow for the creation of diverse molecular structures with potential biological activities, making it a valuable tool in the design and synthesis of new pharmaceutical compounds.
Used in Agrochemical Industry:
In the agrochemical industry, 4-Thiazolidinone, 5-[(4-hydroxyphenyl)methylene]-2-thioxois utilized as a building block for the synthesis of new pesticides. Its potential to form various molecular structures with biological activities makes it a promising candidate for the development of innovative and effective agrochemical products.
Used in Material Science:
4-Thiazolidinone, 5-[(4-hydroxyphenyl)methylene]-2-thioxomay also have potential applications in material science. Its unique structure and reactivity could be harnessed to create new materials with specific properties, contributing to advancements in various industrial processes.
Overall, the versatility of 4-Thiazolidinone, 5-[(4-hydroxyphenyl)methylene]-2-thioxoin forming diverse molecular structures with potential biological activities makes it a valuable compound for various applications across different industries, including pharmaceutical, agrochemical, and material science.

InChI:InChI=1/C10H7NO2S2/c12-7-3-1-6(2-4-7)5-8-9(13)11-10(14)15-8/h1-5,12H,(H,11,13,14)

Upstream product

• 141-84-4 2-thioxo-4-thiazolidinone 
• 123-08-0 4-hydroxy-benzaldehyde 

Downstream Products

• 29529-80-4 3-(4-hydroxyphenyl)-2-sulfanylpropenoic acid 
• 339283-50-0 (4-acetyloxyphenyl)methylene-2-thioxo-4-thiazolidinone 
• 64449-50-9 methyl 3-p-hydroxyphenyl-2-mercaptoacrylate 

Relevant academic research and scientific papers

Solid acid TS-1 catalyst: an efficient catalyst in Knoevenagel condensation for the synthesis of 5-arylidene-2,4-thiazolidinediones/Rhodanines in aqueous medium

Abstract: TS-1 zeolite was prepared for the synthesis of 5-arylidene-2,4-thiazolidinediones/Rhodanines in aqueous medium by incorporating titanium(IV) cations in a silicate-1 framework using hydrothermal treatment and characterized by using XRD, EDX, BET, FT-IR and SEM techniques. The catalytic activity of the catalyst was tested for Knoevenagel condensation reaction. The condensation of active ethylene 2,4-thiazolidinedione with substituted aryl aldehydes under aqueous medium at 90?°C afforded the corresponding product in excellent yield up to 92% within 30?min. The present method offers several advantages over the reported methods such as easy separation of catalyst, simple work-up procedure, and an excellent yield of desired product. Furthermore, the catalyst could be reused without significant loss in activity. Graphical abstract: [Figure not available: see fulltext.]

Design and microwave facilitated green synthesis of 2-[4-(3-carboxymethyl, methoxy carbonylmethyl-2,4-dioxo and 4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-phenoxy]-2 and 3-methyl propionic acid ethyl ester derivatives: a novel structural class of antidys

An interesting hybrid molecular framework comprising of benzylidenethiazolidin-4-one, chalcone and fibrate was designed and synthesized (BRF1–12) in order to develop safe and efficacious compounds for the treatment of dyslipidemia, and related complicatio

Green synthesis of 5 arylidene-2,4-thiazolidinedione, 5-benzylidene rhodanine and dihydrothiophene derivatives catalyzed by hydrated ionic liquid tetrabutylammonium hydroxide in aqueous medium

An efficient synthesis of 5 arylidene-2,4-thiazolidinediones and 5-benzylidene rhodanines by the Knoevenagel condensation of 2,4- thiazolidinedione or rhodanine with aromatic aldehydes was studied. It proceeded smoothly in the presence of tetrabutylammonium hydroxide/H2O-EtOH to afford the corresponding products in high yields at 50C. Also, a series of dihydrothiophene derivatives were synthesized via the four-component reaction of aldehyde, malonitrile, 2,4-thiazolidinedione, and piperidine in the presence of Bu4NOH as a basic ionic liquid in aqueous medium. This new method offers several advantages, such as excellent yields, short reaction times, and simple procedure(Equation presented). 2013

Urea/thiourea catalyzed, solvent-free synthesis of 5-arylidenethiazolidine- 2,4-diones and 5-arylidene-2-thioxothiazolidin-4-ones

An efficient and organo-catalyzed method has been developed for the synthesis of 5-arylidenethiazolidine-2,4-diones and 5-arylidene-2- thioxothiazolidin-4-ones via Knoevenagel condensation of arylaldehydes 1 and 2,4-thiazolidinedione 2a/2-thioxothiazolidin-4-one 2b under mild conditions. Urea-adduct 4 and azomethine 5 also afford arylidene-products 3 by reacting with 2a-b via addition-elimination reaction. This protocol has the features of use of inexpensive, ecofriendly readily available, effective catalyst system viz. urea/thiourea, avoidance of volatile solvents, excellent yield and simple work-up procedure.

Evaluation of dihydropyrimidin-(2H)-one analogues and rhodanine derivatives as tyrosinase inhibitors

A series of dihydropyrimidin-(2H)-one analogues and rhodanine derivatives were synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were evaluated. The results showed that some of the synthesized compounds exhibited

Green synthesis of 5-benzylidene rhodanine derivatives catalyzed by 1-butyl-3-methyl imidazolium hydroxide in water

A basic functionalized ionic liquid, 1-butyl-3-methyl imidazolium hydroxide ([bmim][OH]), catalyzed the Knoevenagel condensation of rhodanine with aromatic aldehydes. It proceeded smoothly in water to afford the 5-benzylidene rhodamine derivatives in high yields at room temperature. This new method offers several advantages, such as excellent yields, short reaction times, and simple procedure. The catalyst can be reused at least 5 times without significant loss of activity.

New methacrylic oxazolone and thiazolidinone containing polymers for nonlinear opticalApplications

Oxazalone and thiazolidinone derivatives were synthesized and their physicochemical properties are determined by absorption, HNMR spectroscopies. The third order nonlinear optical properties of oxazolone and thiazolidinone containing compounds were investigated in solutions using degenerate four wave mixing (DFWM) method at 532 nm.

Facile synthesis of 5-benzylidene rhodamine derivatives under microwave irradiation

A series of 5-benzylidenerhodamine derivatives were synthesized by the cross-aldol condensation of an aromatic aldehyde with rhodamine or rhodamine acetic acid in sodium acetate/acetic acid under microwave irradiation. The reaction was completed in 8-20 min with 63-94% yields and was environmentally benign with easy workup. Copyright Taylor & Francis Group, LLC.

Synthetic inhibitor of leaf-closure that reveals the biological importance of leaf-movement for the survival of leguminous plants

Nyctinasty has been known since pre-Christian era, whereas the question 'Why do leguminous plants sleep?' has always puzzled scientists. This paper gives a clue to the historical mystery: by using synthetic inhibitors for nyctinasty, we found that legumes cannot survive without nyctinasty.