25784-83-2

Usage

Uses

Used in Pharmaceutical Manufacturing:
(4-Chlorophenylthio)acetone is used as an intermediate compound for the synthesis of various pharmaceutical products. Its unique structure allows it to be a key component in the creation of new and innovative medications.
Used in Research and Development:
In the scientific community, (4-Chlorophenylthio)acetone is employed as a research chemical, aiding in the exploration of new chemical reactions and the development of novel compounds. Its reactivity and properties make it a valuable tool in advancing scientific understanding and innovation.
Used in Chemical Synthesis:
(4-Chlorophenylthio)acetone is used as a building block in the synthesis of other complex chemical compounds. Its presence of chlorine and sulfur atoms makes it a versatile component that can be incorporated into a wide range of chemical structures, contributing to the development of new materials and products.

InChI:InChI=1/C9H9ClOS/c1-7(11)6-12-9-4-2-8(10)3-5-9/h2-5H,6H2,1H3

Upstream product

• 106-54-7 p-Chlorothiophenol 
• 598-31-2 1-bromoacetone 
• 78-95-5 chloroacetone 
• 18803-44-6 sodium p-chlorothiophenolate 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 108-22-5 Isopropenyl acetate 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 67-64-1 acetone 
• 869661-08-5 3-(4-chlorophenylsulfanylmethyl)-3-methyl-1,2,5-trioxaspiro[5.5]undecane 
• 106-46-7 para-dichlorobenzene 
• 123-54-6 acetylacetone 

Downstream Products

• 54406-10-9 5-(4-chloro-phenylsulfanyl)-4-methyl-thiazol-2-ylamine 
• 5000-48-6 1-[(4-chlorophenyl)sulfonyl]-2-propanone 
• 19968-32-2 5-(4-chloro-phenylsulfanyl)-4-methyl-3H-thiazol-2-one 
• 17530-95-9 1-(4-chlorophenylsulfinyl)propan-2-one 
• 19404-18-3 5-chloro-3-methylbenzo(b)thiophene 
• 51828-63-8 5-chloro-3-methyl-2-phenylbenzothiophen 
• 13663-04-2 (RS)-1-(p-chlorophenyl)thiopropan-2-ol 
• 104864-60-0 N-[2-(4-Chloro-phenylsulfanyl)-1-methyl-ethyl]-formamide 
• 112988-43-9 3-(4-Chloro-phenylsulfanyl)-2-hydroxy-2-methyl-propionitrile 
• 170806-12-9 6,7-dichloro-2-methyl-3-(4-chlorophenyl)thioquinoxaline 1,4-dioxide 
• 112988-49-5 3-(4-Chloro-phenylsulfanyl)-2-hydroxy-2-methyl-propionic acid 
• 90356-77-7 3-(4-Chloro-phenylsulfanyl)-N-(4-cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-propionamide 

Relevant academic research and scientific papers

Direct Synthesis of α-Sulfenylated Ketones under Electrochemical Conditions

We investigated the electrochemical sulfenylation reaction in both batch and continuous flow regimes, involving thiophenols/thiols and enol-acetates to yield α-sulfenylated ketones, without using additional oxidants or catalysts. Studies with different electrolytes were also performed, revealing that quaternary ammonium salts are the best mediators for this reaction. Notably, during the study of the reaction scope, a Boc-cysteine proved to be extremely tolerant to our protocol, thus increasing its relevance. The methodology also proved to be scalable in both batch and continuous flow conditions, opening up possibilities for further studies since these relevant functional groups are important moieties in organic synthesis.

Air-stable binuclear Titanium(IV) salophen perfluorobutanesulfonate with zinc power catalytic system and its application to C–S and C–Se bond formation

An air-stable μ-oxo-bridged binuclear Lewis acid of titanium(IV) salophen perfluorobutanesulfonate [{Ti(salophen)H2O}2O][OSO2C4F9]2 (1) was successfully synthesized by the reaction of TiIV(salophen)Cl2 with AgOSO2C4F9 and characterized by techniques such as IR, NMR and HRMS. This complex was stable open to air over a year, and exhibited good thermal stability and high solubility in polar organic solvents. The complex also had relatively strong acidity with a strength of 0.8 Ho ≤ 3.3, and showed high catalytic efficiency towards various C–S and C–Se bond formations in the presence of zinc power. This catalytic system affords a mild and efficient approach to synthesis of thio- and selenoesters, α-arylthio- and seleno-carbonyl compounds, and thio- and selenoethers.

Synthesis of α-arylthioacetones using TEMPO as the: C 3 synthon via a reaction cascade of sequential oxidation, skeletal rearrangement and C-S bond formation

Here, we present an unprecedented pathway to α-sulfenylated carbonyl compounds from commercially available thiols and universally employed TEMPO and its analogues, which act as C3 synthons through skeletal rearrangement under simple and metal-f

Synthesis of a new series of Ni(II), Cu(II), Co(II) and Pd(II) complexes with an ONS donor Schiff base: Crystal structure, DFT study and catalytic investigation of palladium and nickel complexes towards deacylative sulfenylation of active methylenes and regioselective 3-sulfenylation of indoles: Via thiouronium salt formation

A series of Ni(ii), Cu(ii), Co(ii), and Pd(ii) complexes have been synthesized with a chelating Schiff base ligand coordinated to a metal center with ONS donor atoms. The ligand and complexes are characterized by elemental analysis and spectroscopic techniques like FT-IR, 1H-NMR, and UV-Visible spectroscopy. The single crystal structure of the Pd(ii) complex is obtained by X-ray diffraction analysis and exhibits slightly distorted square planar geometry. The structure is optimized by DFT, TD-DFT calculation to elaborate the electronic structure and NBO for the charge distribution analysis of the Pd(ii) complex. The synthesized Pd(ii) and Ni(ii) complexes as catalysts have been investigated in the C-S cross-coupling of indoles and active methylenes. The metal propelled regioselective transformation afforded 3-sulfenylated indoles while β-diketones favored deacylated monosulfenyl ketones in an excellent yield via thiouronium salt formation. The Pd(ii) complex displays slightly better reactivity whereas the Ni(ii) complex is cost-efficient. The method is fast, easy to handle and cost effective in terms of high reactivity of catalysts, use of non-toxic solvents, and cheaper aryl halides and thiourea replace conventional sulfur sources, providing a practical access to organic transformations.

A sulfur-containing amino acid amide carbamate derivative and application thereof

The invention belongs to the field of plant fungicides, and relates to sulfur-containing amino acid amide carbamate derivatives of which the general formulas I are shown in the description and pharmaceutically acceptable salts of the sulfur-containing amino acid amide carbamate derivatives. In the general formulas I, substituent groups R1, R2 and n are defined in the description. The invention further relates to preparation methods of compounds related to the general formulas I, special intermediates developed for the preparation of the compounds, and application of the compounds to prevention and control of plant diseases.

α-Arylchalcogenation of acetone with diaryl dichalcogenide via metal-free oxidative C(sp3)-H bond functionalization

Direct α-arylchalcogenation of acetone with diaryl dichalcogenides has been achieved by using a mixture of TBHP and DTBP oxidants at 120 °C without transition-metal catalyst via oxidative C(sp3)-H bond functionalization. The method exhibits good functional group tolerance and products were isolated in moderate to high yields.

Fe-Mediated S-S Bond Cleavage and Its Application in the Synthesis of α-Arylthio Carbonyl Compounds

In the presence of iron dust, diaryl disulfides react with α-bromo carbonyl compounds to obtain α-arylthio carbonyl compounds in good yield at 90 °C under an N2 atmosphere, using commercial dimethylformamide (DMF) as solvent. The possible reaction mechanism is that the disulfide is reduced by iron dust to give ArSFeSAr and then reacted with α-bromo carbonyl compounds to give product α-arylthio carbonyl compounds and FeBr2.

Synthesis of 1,2,4-trioxepanes via application of thiol-olefin Co-oxygenation methodology

Thiol-olefin co-oxygenation (TOCO) of substituted allylic alcohols generates β-hydroxy peroxides that can be condensed in situ with various ketones, to afford a series of functionalised 1,2,4-trioxepanes in good yields. Manipulation of the phenylsulfenyl

Kinetic resolution of β- and γ-hydroxy sulfides by fungal lipase from Humicola lanuginosa

Racemic β- and γ-hydroxy sulfides were resolved by Humicola lanuginosa lipase catalyzed transesterification using vinyl acetate both as acyl donor and solvent. The effect of substituents and spacer length on rate of reaction and enantioselectivity is obse

Nonsteroidal antiandrogens. Synthesis and structure-activity relationship of 3-substituted derivatives of 2-hydroxypropionanilides

A series of 3-(substituted thio)-2-hydroxypropionanilides and some corresponding sulfones and sulfoxides of general structure 7, in which R' is methyl or trifluoromethyl, were prepared and tested for antiandrogen activity. Members of the trifluoromethyl series (7,R' = CF3) generally exhibited partial androgen agonist activity whereas the members of the methyl series (7,R' = CH3) were pure antagonists. Lead optimization in the methyl series has led to the discovery of novel, potent antiandrogens, which are peripherally selective. One of these, (RS)-4'-cyano-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methyl-3'-(trifd luoromethyl)propionanilide, 40 (ICI 176334), is being developed currently for the treatment of androgen-responsive benign and malignant disease.