29683-77-0

Usage

Uses

Used in Organic Synthesis:
2-(Chloroacetyl)thiophene is used as a synthetic building block for the development of a wide range of organic compounds. Its unique chemical structure, which includes a chloroacetyl group attached to a thiophene ring, allows for versatile reactivity and functional group manipulation in synthetic processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(Chloroacetyl)thiophene is used as a key intermediate in the synthesis of various therapeutic agents. Its incorporation into drug molecules can potentially enhance their pharmacological properties, such as potency, selectivity, and bioavailability.
Used in Chemical Research:
2-(Chloroacetyl)thiophene is also employed in academic and industrial research settings, where it is used to study the reactivity and properties of thiophene-based compounds. This research can lead to the discovery of new synthetic methods, novel compounds, and potential applications in various fields.
Used in Material Science:
The unique properties of 2-(Chloroacetyl)thiophene make it a candidate for use in the development of new materials with specific characteristics, such as conductivity, stability, or optical properties. These materials could have potential applications in various industries, including electronics, energy, and environmental protection.

InChI:InChI=1/C6H5ClOS/c7-4-5(8)6-2-1-3-9-6/h1-3H,4H2

Upstream product

• 88-15-3 2-Acetylthiophene 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 527-72-0 2-thiophenylcarboxylic acid 
• 556025-93-5 [[1-(2-thienyl)ethenyl]oxy]tri-isopropylsilane 
• 929618-13-3 (E)-2-(2-chloro-1-ethoxyethenyl)thiophene 
• 556025-94-6 [[2-chloro-1-(2-thienyl)ethenyl]oxy]tri-isopropylsilane 
• 84370-27-4 1-chloro-1-(2-thienyl)ethylene 
• 62889-07-0 trimethyl((1-(thiophen-2-yl)vinyl)oxy)silane 
• 188290-36-0 thiophene 
• 79-04-9 chloroacetyl chloride 
• 72676-21-2 2-diazo-1-(thiophen-2-yl)ethanone 

Downstream Products

• 109644-97-5 dimethyl-(2-oxo-2-[2]thienyl-ethyl)-phenacyl-ammonium; chloride 
• 113214-23-6 2-phenyl-4-(2-thienyl)-thiazole 
• 72612-59-0 bis<2-oxo-2-(2-thienyl)ethyl> sulfide 
• 556025-95-7 (S)-2-(1-hydroxy-2-chloroethyl)-thiophene 
• 1253788-01-0 2-morpholino-2-(cyclohexen-1-yl)-1-(2-thienyl)ethanone 
• 1446308-43-5 (3R)-3-(2-(4-fluorophenyl)-2-(piperidin-1-yl)acetoxy)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane chloride 
• 527-72-0 2-thiophenylcarboxylic acid 
• 209911-00-2 2-(2-Chloro-4-nitro-phenylsulfanyl)-1-thiophen-2-yl-ethanone 
• 4045-03-8 2-(thiophen-2-yl)imidazo[1,2-a]pyridine 
• 1918-77-0 Thiophene-2-acetic acid 
• 55968-16-6 2-(2-thienyl)indole 
• 1215004-65-1 (2-phenyl-1H-indol-3-yl)(thiophen-2-yl)methanone 

Relevant academic research and scientific papers

PREPARATION OF AN α,β-TYPE OF TER- AND SEPTITHIOPHENES

An α,β-type of thiophenes oligomers, 2,3':4',2"-terthiophene and 2,3':4',2'':5'',3''':4''',2'''':5'''',3''''':4''''',2''''''-septithiophene, were synthesized through intramolecular reductive coupling reaction of diketo sulfides with a low-valent titanium reagent.

Synthesis method of 2-thiopheneacetic acid

The invention provides a synthesis method of 2-thiopheneacetic acid, which is characterized by comprising the following steps: (1) acylation reaction: carrying out Friedel-Crafts reaction on thiopheneand 2-chloroacetyl chloride as raw materials to obtain 2-chloroacetyl thiophene; and (2) rearrangement reaction: carrying out a Favanskii rearrangement reaction on the 2-chloroacetyl thiophene underan alkaline condition to obtain the 2-thiopheneacetic acid. The method is wide in raw material source, low in cost, few in steps, simple to operate, high in safety, small in pollution and easy to industrialize. Friedel-Crafts reaction and Favanskii rearrangement reaction are adopted, the conversion rate of the two reactions is high, the selectivity is good, the operation of the reaction process issimple, no special reagent is needed, the raw materials are cheap and easy to obtain, the requirement for equipment is not high, the product yield is high, few impurities are contained, and the method has remarkable advantages and practical value.

Iridium-Catalyzed Asymmetric Hydrogenation of Halogenated Ketones for the Efficient Construction of Chiral Halohydrins

Iridium-catalyzed asymmetric hydrogenation of prochiral halogenated ketones was successfully developed to prepare various chiral halohydrins with high reactivities and excellent enantioselectivities under basic reaction condition (up to >99% conversion, 99% yield, >99% ee). Moreover, gram-scale experiment was performed well in the presence of just 0.005 mol% (S/C=20 000) Ir/f-amphox catalyst with 99% yield and >99% ee. (Figure presented.).

NOVEL PYRIDINIUM COMPOUNDS

The present invention relates to novel pyridinium compounds, their isomers, steroisomers, atropisomers, conformers, tautomers, polymorphs, hydrates and solvates. The present invention also encompasses process for preparing novel compounds and pharmaceutical composition of said compounds. The invention further relates to the use of the above mentioned compounds for the preparation of medicament for use as pharmaceuticals.

The α-chlorination of aryl methyl ketones under aerobic oxidative conditions

The novel reaction system air/ammonium nitrate/iodine/hydrochloric acid [air/NH4NO3(cat.)/I2(cat.)/HCl] is introduced as a simple, safe, cheap, efficient and regioselective mediator for the α-chlorination of aryl, heteroaryl and alkyl methyl ketones under aerobic oxidative conditions. The inventive use of a catalytic amount of iodine enabled the moderate to quantitative, regioselective chlorination of a comprehensive scope of different methyl ketone derivatives including those bearing oxidizable heteroatom (S, N) substituents, some of which possess declared potential biological and pharmaceutical activity. Air oxygen under a slight overpressure plays the role of the terminal oxidant catalytically activated by redox cycles of nitrogen oxides released from the catalytic amount of ammonium nitrate (NH4NO3) under acidic conditions of hydrochloric acid (HCl) and co-catalyzed by elemental iodine (I2), which was found to be essential for the high efficiency of the reaction system.

Enantioselective synthesis of heteroaromatic epoxyketones under phase-transfer catalysis using D-glucose- and D-mannose-based crown ethers

Heteroaromatic epoxyketones have been synthesized in an asymmetric Darzens condensation of 2-chloroacetylfuran or 2- and 3-chloroacetylthiophene with aromatic aldehydes and in the enantioselective epoxidation of α,β-enones with an N-methylpyrrole unit, in

Thienylhalomethylketones: Irreversible glycogen synthase kinase 3 inhibitors as useful pharmacological tools

Thienylhalomethylketones, whose chemical, biological, and pharmaceutical data are here reported, are the first irreversible inhibitors of GSK-3β described to date. Their inhibitory activity is likely related to the cysteine residue present in the ATP-binding site, which is proposed as a relevant residue for modulation of GSK-3 activity. The good cell permeability of the compounds allows them to be used in different cell models. Overall, the results presented here support the potential use of halomethylketones as pharmacological tools for the study of GSK-3β functions and suggest a new mechanism for GSK-3β inhibition that may be considered for further drug design.

3,4-DIHYDRO-2H-BENZO[1,4]OXAZINE AND THIAZINE DERIVATIVES AS CETP INHIBITORS

The invention is directed to compounds of Formula (I) described herein useful as CETP inhibitors, compositions containing them, and methods of using them.

Novel building blocks: 1-Aryl-2-chloro-1-ethoxyethenes - Preparations and transformations

We described here a simple method for the preparation of 1-aryl-2-chloro-1-ethoxyethenes 2a-u, which are prodrugs for Alzheimer's disease, by the reaction of dichloroacetaldehyde diethyl acetal with various aryl and alkenyllithium compounds in high yields. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Solvent and in situ catalyst preparation impacts upon Noyori reductions of aryl-chloromethyl ketones: application to syntheses of chiral 2-amino-1-aryl-ethanols

As part of medicinal chemistry efforts we found it necessary to develop general syntheses of highly enantiomerically enriched 1-aryl-2-chloroethanols and 1-aryl-2-methylaminoethanols. A survey of literature methods suggested that a truly general approach had not yet been reported, encouraging us to undertake the development of such a methodology. This study describes the design, development, and reduction to practice of a general synthesis of chiral 1-aryl-2-chloroethanols and the transformation of these entities to highly enantiomerically enriched 1-aryl-2-methylaminoethanols. Of particular importance were observations of the impact of solvent and the method of catalyst preparation on the yield and enantiomerical excess of chlorohydrins prepared via Noyori transfer hydrogenations of aryl-chloromethyl ketones.