52264-85-4

Usage

Uses

Used in Organic Synthesis:
2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone is used as a reagent in organic synthesis for its ability to facilitate the formation of complex molecules. Its unique structure allows for versatile reactions, making it a valuable component in the synthesis of a wide range of organic compounds.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone is used as a building block for the synthesis of various drugs. Its presence in the molecular structure can contribute to the development of new therapeutic agents with potential medicinal properties.
Used in Agrochemical Synthesis:
2-(benzylsulfanyl)-1-(4-chlorophenyl)ethanone is also employed in the agrochemical sector as a key component in the synthesis of pesticides and other agricultural chemicals. Its role in these compounds can enhance their effectiveness in protecting crops and managing pests.
Used in Industrial Applications:
Thioanisole's volatility and reactivity make it suitable for use in various industrial processes. It can be found in the production of fragrances, flavorings, and other specialty chemicals where its strong odor and chemical properties are advantageous.

Upstream product

• 3492-64-6 sodium benzylmercaptide 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 850998-07-1 2-acetyl-3,3-bis-ethylsulfanyl-N-o-tolyl-acrylamide 
• 875778-80-6 2-[bis(benzylthio)methylene]-3-oxo-N-o-tolylbutanamide 
• 145508-26-5 2-(bis(methylthio)methylene)-3-oxo-N-(o-tolyl)butanamide 
• 99-91-2 para-chloroacetophenone 
• 93-68-5 3-oxo-N-o-tolylbutanamide 
• 885517-60-2 2-acetyl-3,3-bis-allylsulfanyl-N-o-tolyl-acrylamide 
• 100-44-7 benzyl chloride 
• 32894-07-8 S-benzyl thioacetimidate hydrochloride 
• 937-20-2 p-chlorophenacyl chloride 
• 100-53-8 phenylmethanethiol 

Downstream Products

• 31328-52-6 Alpha,alpha-dichloro-alpha-(4-chlorobenzoyl)-methane-sulfenyl chloride 
• 84538-95-4 1-(1-Benzylsulfanylmethyl-vinyl)-4-chloro-benzene 
• 24314-35-0 1,4-bis(4-chlorophenyl)butane-1,4-dione 
• 99-91-2 para-chloroacetophenone 
• 1370519-72-4 C₂₂H₁₆ClNO₅S 
• 1393560-85-4 1-(benzylsulfanyl)-2-(4-chlorophenyl)propan-2-ol 
• 338412-43-4 1-(benzylsulfonyl)-2-(4-chlorophenyl)propan-2-ol 
• 1393559-80-2 benzyl (1E)-2-(4-chlorophenyl)prop-1-en-1-yl sulfone 
• 1393560-09-2 benzyl 2-(4-chlorophenyl)propyl sulfone 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of novel (E)-α- benzylsulfonyl chalcone derivatives as potential BRAF inhibitors

Activating mutations in the BRAF serine/threonine kinase are found in more than 70% of human melanomas, >90% of which are BRAFV600E. It provides new therapeutic opportunities in malignant melanoma. In silico and in vitro screening of our compound collection has identified Hit 2 as BRAF V600E inhibitor. Based on its structure, a series of novel (E)-α-benzylsulfonyl chalcone derivatives (13-40) were designed and synthesized. Compound 38 exhibited the most potent inhibitory activity with an IC50 value of 0.17 μM for BRAFV600E and GI50 value of 0.52 μM for mutant BRAF-dependent cells. The results of cell based pERK activity and cellular selectivity suggested that those compounds could selectively inhibit proliferation of mutant BRAF-dependent melanoma cell line through inhibition of oncogenic BRAF.

Enantioselective synthesis of chiral sulfones by ir-catalyzed asymmetric hydrogenation: A facile approach to the preparation of chiral allylic and homoallylic compounds

A highly efficient and enantioselective Ir-catalyzed hydrogenation of unsaturated sulfones was developed. Chiral cyclic and acyclic sulfones were produced in excellent enantioselectivities (up to 98% ee). Coupled with the Ramberg-Baecklund rearrangement, this reaction offers a novel route to chiral allylic and homoallylic compounds in excellent enantioselectivities (up to 97% ee) and high yields (up to 94%).

An efficient and odorless synthesis of thioethers using 2-[Bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as thiol equivalents

Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides 1 as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 1 commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. It is noteworthy that only a very faint odor of thiols can be perceived during both the reaction and the workup. Using 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides as odorless thiol equivalents, an efficient and odorless synthesis of thioethers has been developed. Promoted by NaOH in EtOH, the cleavage of 2-[bis(alkylthio)methylene] -3-oxo-N-o-tolylbutanamides commences to generate thiolate anions, and the generated thiolate anions then react with halides to give various thioethers in good yield. Copyright

Synthesis of Unsymmetrical Functionalised Organic Sulphides

Acyclic thioiminium salts and the condensed thiazolium salts in the presence of aqueous sodium hydroxide as such or under base catalyzed phase transfer catalysis conditions react with appropiate organic halides to provide corresponding unsymmetrical functionalized organic sulphides.With aqueous sodium hydroxide, thioiminium salts provide the disulphides corresponding to incipient thiol.

Photoreactions of β-Ketosulphides: Aryl and Benzyl Phenacyl Sulphides and Related Compounds

Photoreactions of aryl phenacyl sulphides were studied, particularly in regard to substituent and solvent effects.In general, aryl phenacyl sulphides Ar1SCH2COAr2 1 = p-tolyl, Ar2 = p-X-C6H4 (X = H, Cl, OH, OMe, and Ph), 2-thienyl, and 2-furyl; Ar1 = 2,4,6-trimethylphenyl, Ar2 = Ph and p-HOC6H4; Ar1 = 2-benzthiazolyl, Ar2 = Ph> underwent photochemical cleavage to disulphides (Ar1S)2 and ketones Ar2COMe.In a few cases a diketone (Ar2COCH2)2 was the only, or major, carbonyl photoproduct.Similar photochemical behaviour was shown by ketosulphides p-Me-C6H4SCH(R)COPh (R = PhCH2, PhCOCH2, and p-Me-C6H4S) and related acetophenone derivatives PhCOCH2SR (R = COPh, SO3Na, and SCH2COPh).In a few instances, from p-Me-C6H4SCH2COAr (Ar = Ph, p-Cl-C6H4, and p-Ph-C6H4), a minor photoproduct was a 2-aryl-5-methylbenzothiophen.Benzyl phenacyl sulphides p-X-C6H4COCH2SCH2Ph (X = OH and OMe) also underwent photo-cleavage to give dibenzyl disulphide and a ketone.Free-radical cleavage products ArCOCH2(.) (Ar = Ph and p-MeO-C6H4) and p-Me-C6H4S(.) were trapped as adducts p-Me-C6H4SC(Ph)2CH2CH2COAr when irradiation of the ketosulphide was carried out in the presence of 1,1-diphenylethylene. 2,5-Diphenylfuran was formed photochemically from 1,4-diphenylbutane-1,4-dione on irradiation in methanol.

Synthesis of Functionalised, Unsymmetrical Organic Sulphides - Thioacetamide as a Sulphur Transfer Reagent

In a novel approach, unsymmetrical organic sulphides (IIa-h) have been obtained from appropriate organic halides and sulphonium salts (I) - a source of incipient thiolate ions.

METHYLENATION WITH PHOSPHONATE ESTERS

A series of 2-aryl-1-thioalkyl-2-propenes have been synthesized by treating the corresponding thioalkylated acetophenones with the anion of methyl phosphonate.