14062-27-2

Usage

Uses

Used in Flavor and Fragrance Industry:
Ethyl (4-methylthiophenyl)acetate is used as a flavoring and fragrance agent for its ability to impart a fruity, pineapple-like aroma to food and beverages, enhancing the sensory experience of consumers.
Used in Perfumery:
In the perfume industry, ethyl (4-methylthiophenyl)acetate is utilized as a key ingredient to create complex and appealing scents, capitalizing on its distinctive pineapple-like odor to contribute to the overall fragrance profile of perfumes and personal care products.
Used in Pharmaceutical Production:
Ethyl (4-methylthiophenyl)acetate is employed as an active component in pharmaceuticals, leveraging its chemical properties to contribute to the development of various medicinal formulations.
Used in Insecticide Formulation:
This chemical compound also finds application in the production of insecticides, where it serves as an active ingredient to control and manage pest populations effectively.

InChI:InChI=1/C11H14O2S/c1-3-13-11(12)8-9-4-6-10(14-2)7-5-9/h4-7H,3,8H2,1-2H3

Upstream product

• 16188-55-9 2-(4-(methylthio)phenyl)acetic acid 
• 64-17-5 ethanol 
• 221025-49-6 methyl 1-methylsulfinyl-2-(4-methylthiophenyl)vinyl sulfide 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 100-68-5 methyl-phenyl-thioether 
• 122-51-0 orthoformic acid triethyl ester 
• 104-95-0 (4-bromophenyl)thioanisole 
• 105-53-3 diethyl malonate 
• 6148-64-7 ethyl potassium malonate 
• 14062-25-0 Ethyl 4-bromophenylacetate 
• 5188-07-8 sodium thiomethoxide 
• 62936-31-6 (4-methylsulfanylphenyl)oxoacetic acid ethyl ester 
• 123-09-1 4-chlorophenyl methyl sulfide 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 

Downstream Products

• 75601-01-3 ethyl <4-(methylthio)-phenyl>glyoxylate 2,6-dimethylphenylhydrazone 
• 81227-89-6 2-[4-(methylmercapto)phenyl]-1-ethanol 
• 742699-46-3 6-(4-ethoxyphenyl)-3-(4-methylsulfanylphenyl)-4-phenylpyran-2-one 
• 742699-43-0 6-(4-ethylphenyl)-3-(4-methylsulfanylphenyl)-4-phenylpyran-2-one 
• 742699-48-5 6-(4-methoxyphenyl)-3-(4-methylsulfanylphenyl)-4-(4-fluorophenyl)pyran-2-one 
• 742699-44-1 6-(4-trifluoromethylphenyl)-3-(4-methylsulfanylphenyl)-4-phenylpyran-2-one 
• 742699-45-2 6-(4-methoxyphenyl)-3-(4-methylsulfanylphenyl)-4-phenylpyran-2-one 
• 259543-68-5 ethyl 4-methylthio-α-formyl-phenylacetate 
• 742699-81-6 6-(4-nitrophenyl)-3-(4-methylsulfanylphenyl)-4-phenylpyran-2-one 
• 329076-86-0 ethyl 2-(4-methylthiophenyl)-2-(4-fluorobenzoyl)acetate 
• 1007494-00-9 2-(4-methanesulfinyl-phenyl)-ethanol 
• 296282-64-9 4-(2-iodoethyl)phenyl methyl sulfoxide 
• 1026603-45-1 methanesulfonic acid 2-(4-methanesulfinyl-phenyl)-ethyl ester 
• 296282-65-0 diethyl 2-acetamido-2-[2-(4-mercaptophenyl)ethyl]malonate 

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.

Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide-Functionalized Phosphine Ligands

The coupling of aryl chlorides with Reformatsky reagents is a desirable strategy for the construction of α-aryl esters but has so far been substantially limited in the substrate scope due to many challenges posed by various possible side reactions. This limitation has now been overcome by the tailoring of ylide-functionalized phosphines to fit the requirements of Negishi couplings. Record-setting activities were achieved in palladium-catalyzed arylations of organozinc reagents with aryl electrophiles using a cyclohexyl-YPhos ligand bearing an ortho-tolyl-substituent in the backbone. This highly electron-rich, bulky ligand enables the use of aryl chlorides in room temperature couplings of Reformatsky reagents. The reaction scope covers diversely functionalized arylacetic and arylpropionic acid derivatives. Aryl bromides and chlorides can be converted selectively over triflate electrophiles, which permits consecutive coupling strategies.

Chlorotrimethylsilane and Sodium Iodide: A Useful Combination for the Regioselective Deoxygenation of Arylalkyl-α-Diketones

An efficient regioselective deoxygenation of arylalkyl-1,2-diketones by the couple trimethylsilylchloride/sodium iodide has been reported. In all cases, the deoxygenation takes place on the carbonyl group (Cα=O) proximal to the aromatic ring in methylene chloride at room temperature in good yields, furnishing a series of variously functionalized alkylbenzylketones. A large range of functional groups were well tolerated on the ortho-, meta- and para-positions by this mild process regardless of their electronic effects, demonstrating the general character of the present methodology. The trimethylsilylchloride/sodium iodide reducing process was also successfully applied to reduce α-ketoacid and α-ketoester substrates. (Figure presented.).

Preparation method of 4-methylthio phenylacetic acid

The invention provides a preparation method of 4-methylthio phenylacetic acid. According to the preparation method, p-halogenated phenylacetic acid and phenylacetic acid derivatives thereof are taken as the primary raw materials. The preparation method is characterized in that p-halogenated phenylacetic acid and phenylacetic acid derivatives thereof and sodium methyl mercaptide carry out catalytic reactions in the presence of cuprous ions and DMF, and 4-methylthio phenylacetic acid is obtained after the post treatment. The Willgerodt-kindler reactions will generate hydrogen sulfide, which is pollutant to the environment, the provided method does not have Willgerodt-kindler reactions, and thus the environmental pollution is avoided. Moreover, the operation is simple, and the method is environment-friendly and is suitable for large-scale industrial production.

MULTIPLE KINASE PATHWAY INHIBITORS

Kinase with inhibitory activity against kinases disposed in multiple signaling pathways and their therapeutic uses.

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.

Pd-catalyzed decarboxylative cross-couplings of potassium malonate monoesters with aryl halides

An efficient catalytic protocol for Pd-catalyzed decarboxylative cross-coupling of potassium malonate monoesters and derivatives with aryl bromides and chlorides are described. Because of its broad applicability, this new catalytic system provides an alternative method for the preparation of diverse aryl acetic acids and derivatives.

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

Three-component reaction: Synthesis, characterization, and biological study of some fused bridgehead nitrogen heterocyclic systems containing 4-methylthiophenyl moiety

Several substituted thiazolo-[3,2-b]-1,2,4-triazole derivatives 4 were synthesized by a one-pot, three-component reaction of 3-(4-methylthiobenzyl)-1, 2,4-triazole-5-thiol 3, substituted 5-aryl-furan-2-carboxaldehydes/substituted aromatic aldehydes, and monochloroacetic acid in acetic acid using acetic anhydride and anhydrous sodium acetate. Compound 3 was obtained from 4-methylthiophenyl acetic acid by esterification followed by hydrazinolysis. All structures of the newly synthesized compounds were elucidated by elemental analysis and spectral data. The newly synthesized compounds were also screened for their antimicrobial and anti-inflammatory activities. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

Synthesis and biological evaluation of some 1,3,4-oxadiazole derivatives

The acid hydrazides (2) derived from ibuprofen and 4-methylthiophenyl acetic acids have been subjected to cyclization with carbon disulphide under basic conditions to yield 1,3,4-oxadiazol-2-thiones (3) which on aminomethylation with formaldehyde and secondary amines afforded a series of Mannich bases (4 and 5). Purity of the compounds has been confirmed by TLC. Structures of these compounds were established on the basis of elemental analyses and spectral studies. The newly synthesized compounds were evaluated for their anti-inflammatory, analgesic, ulcerogenic and antimicrobial activities.