37784-63-7

Usage

Uses

Used in Polymer Synthesis:
ETHYL THIOPHENE-3-ACETATE is used as a monomer in the synthesis of poly(thiophene-3-acetic acid) and solution-processable polymers. These polymers consist of a polythiophene main chain and alkyl and oligoaniline side groups, which contribute to their unique properties and potential applications in various industries.
Used in Electronics Industry:
In the electronics industry, ETHYL THIOPHENE-3-ACETATE is used as a precursor for the development of conductive polymers. These polymers find applications in organic field-effect transistors (OFETs), organic photovoltaics (OPVs), and flexible electronics due to their electrical conductivity and processability.
Used in Chemical Research:
ETHYL THIOPHENE-3-ACETATE is also utilized in chemical research as a building block for the synthesis of novel thiophene-based materials. These materials can be explored for their potential applications in various fields, such as pharmaceuticals, materials science, and energy storage.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, ETHYL THIOPHENE-3-ACETATE could potentially be used in the pharmaceutical industry for the development of new drugs or drug delivery systems, given its role in the synthesis of various polymers with potential biological activities.

InChI:InChI=1/C8H10O2S/c1-2-10-8(9)5-7-3-4-11-6-7/h3-4,6H,2,5H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 41507-35-1 3-thiophene carboxylic acid chloride 
• 13781-53-8 (thiophen-3-yl)acetonitrile 
• 64-17-5 ethanol 
• 21080-92-2 2-(thiophen-3-yl)malonic acid 
• 32766-64-6 ethyl 2,5-dichloro-3-thienylglyoxylate 
• 34967-61-8 2,5-dichlorothienylacetic acid 
• 872-31-1 3-Bromothiophene 
• 105-53-3 diethyl malonate 
• 905966-46-3 5,5-dimethyl-2-(thiophen-3-yl)-1,3,2-dioxaborinane 
• 1071-46-1 hydrogen ethyl malonate 
• 71637-34-8 3-hydroxymethyl-thiophene 
• 95-92-1 oxalic acid diethyl ester 
• 6964-21-2 thiophen-3-yl-acetic acid 

Downstream Products

• 37784-67-1 diethyl 2-(thiophen-3-yl)malonate 
• 6964-21-2 thiophen-3-yl-acetic acid 
• 175276-94-5 2-(thiophen-3-yl)acetohydrazide 
• 53091-09-1 ethyl 2-oxo-2-(thiophen-3-yl)acetate 
• 51536-25-5 ethyl 2-cyclohexyl-2-(3-thienyl)ethanoate 
• 16199-74-9 (+/-)-2-cyclohexyl-2-(3-thienyl)ethanoic acid 
• 14176-10-4 cetiedil 
• 376584-50-8 3-(3,4-dichloro-phenyl)-2-thiophen-3-yl-propionic acid 
• 501031-49-8 3-(4-bromo-phenyl)-2-thiophen-3-yl-propionic acid ethyl ester 
• 1258516-37-8 methyl 3-(2-(2,5-di(thiophen-2-yl)thiophen-3-yl)-ethoxy)-5-(2-(5-(thiophen-2-yl)-2-(thiophen-3-yl)thiophen-3-yl)-ethoxy)benzoate 
• 1258289-16-5 (3-(2-(2,5-di(thiophen-2-yl)thiophen-3-yl)ethoxy)-5-(2-(5-(thiophen-2-yl)-2-(thiophen-3-yl)thiophen-3-yl)ethoxy)-phenyl)methanol 

Relevant academic research and scientific papers

Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters

We have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups are tolerated, and the application occurs with α-aryl-esters to access nonsteroidal anti-inflammatory drugs (NSAIDs) on the gram scale.

Useful thiophene derivatives in the treatment of diabetes

The present invention relates to a thiophene derivative of the following general formula I or an enantiomer, diastereoisomer, hydrate, solvate, tautomer, racemic mixture or pharmaceutically acceptable salt thereof or to its use as a drug in particular intended for treating and/or preventing diabetes, its complications and/or associated pathologies, advantageously diabetes of type II and hyperglycemia.

Ambient Decarboxylative Arylation of Malonate Half-Esters via Oxidative Catalysis

We report decarboxylative carbonyl α-arylation by coupling of arylboron nucleophiles with malonic acid derivatives. This process is enabled by the merger of aerobic oxidative Cu catalysis with decarboxylative enolate interception reminiscent of malonyl-CoA reactivity in polyketide biosynthesis. This method enables the synthesis of monoaryl acetate derivatives containing electrophilic functional groups that are incompatible with existing α-arylation reactivity paradigms. The utility of the reaction is demonstrated in drug intermediate synthesis and late-stage functionalization.

USEFUL THIOPHENE DERIVATIVES IN THE TREATMENT OF DIABETES

The present invention relates to a thiophene derivative of the following general formula I or an enantiomer, diastereoisomer, hydrate, solvate, tautomer, racemic mixture or pharmaceutically acceptable salt thereof or to its use as a drug in particular intended for treating and/or preventing diabetes, its complications and/or associated pathologies, advantageously diabetes of type II and hyperglycemia.

PROCESS FOR PREPARING ARYL- AND HETEROARYLACETIC ACID DERIVATIVES

The invention relates to a process for preparing aryl- and heteroarylacetic acids and derivatives thereof by reaction of aryl or heteroaryl halides with malonic diesters in the presence of a palladium catalyst, of one or more bases and optionally of a phase transfer catalyst. This process enables the preparation of a multitude of functionalized aryl- and heteroarylacetic acids and derivatives thereof, especially also the preparation of arylacetic acids with sterically demanding substituents.

Synthesis of arylacetates from benzylic alcohols and oxalate esters through decarboxylative coupling

Follow that dream: By combining a reversible transesterification between benzylic alcohols and dialkyl oxalates with catalytic decarboxylation of the resulting esters, a regiospecific C-C-bond-forming reaction to give α-arylacetates was achieved. In the overall process, CO2 and a volatile alcohol are the only byproducts. Various α-arylacetates were thus synthesized in high yields from easily accessible starting materials in the presence of catalytic amounts of Pd(OAc)2, dppp, and DABCO (see scheme). Copyright

Practical synthesis of 2-arylacetic acid esters via palladium-catalyzed dealkoxycarbonylative coupling of malonates with aryl halides

A new palladium-based system was developed that catalyzes the coupling of aryl halides with diethyl malonates in the presence of mild bases. In the course of the reaction, the intermediately formed diethyl arylmalonate is directly converted into the arylacetic acid ester via liberation of carbon dioxide and an alkanol. This cross-coupling/dealkoxycarbonylation process provides an efficient and high-yielding synthetic entry to diversely functionalized arylacetic acid esters. Two complementary protocols were developed, one of which is optimal for electron-rich, the other for electron-poor aryl halides. Both make use of low loadings of palladium(0) bis(dibenzylideneacetone) (0.5 mol%)/tri-tert-butylphosphonium tetrafluoroborate (1.1 mol%) as the catalyst and diethyl malonate as the reaction solvent. The new procedures are particularly effective for sterically hindered substrates. Copyright

An efficient new synthesis of racemic cetiedil and a novel route to α-ketocarboxylic acids utilising mild conditions

We describe a new efficient synthesis of the prescribed racemic drug cetiedil [(±)-2-cyclohexyl-2-(3-thienyl)ethanoic acid 2-(hexahydro-1H-azepin-1-yl)ethylester], Additionally, we report herein a high yielding large scale, route to its acid precursor 7, subsequently enabling large-scale synthesis of the chiral forms of cetiedil, and detailed pharmacological investigations. Additionally, we describe a novel route to α-ketocarboxylic acids, starting from readily available or easily obtainable aldehydes: The mild conditions utilised opens up its applicability for use on molecules of biological interest. Georg Thieme Verlag Stuttgart.

Composition comprising at least one conductive polymer and at least one reducing agent, and permanent-shaping process for the use thereof

A composition comprising, in a cosmetically acceptable medium, (a) at least one reducing agent and (b) at least one conductive polymer. A process for treating keratin fibers, for example, human keratin fibers, such as hair, comprising a) applying, to wet or dry keratin fibers, the at least one composition disclosed herein; b) leaving the at least one composition on the fibers for a time period that is sufficient to shape the fibers; c) optionally rinsing the fibers and optionally applying at least one oxidizing composition to the keratin fibers; d) leaving the at least one oxidizing composition on the keratin fibers for a time period that is sufficient to fix the shape of the fibers; e) optionally rinsing the fibers; f) washing and rinsing the fibers; and g) drying the fibers or leaving the fibers to dry. The use of the composition for imparting an optical effect on keratin fibers.

1,2-disubstituted-6-oxo-3-phenyl-piperidine-3-carboxamides and combinatorial libraries thereof

The invention relates to combinatorial libraries containing two or more novel piperidine-3-carboxamide derivative compounds, methods of preparing the piperidine-3-carboxamide derivative compounds and piperidine-3-carboxamide derivative compounds bound to a resin