107572-07-6

Usage

Uses

Used in Organic Synthesis:
2-(4-CHLOROPHENYLTHIO)BENZALDEHYDE is used as a building block for the preparation of various organic compounds, facilitating the creation of a wide range of chemical entities for different applications.
Used in Chemical Reactions:
2-(4-CHLOROPHENYLTHIO)BENZALDEHYDE is used as a reagent in chemical reactions to introduce the 2-(4-chlorophenylthio)benzaldehyde moiety into target molecules, enhancing their properties and functionalities for specific uses in various industries.

InChI:InChI=1/C13H9ClOS/c14-11-5-7-12(8-6-11)16-13-4-2-1-3-10(13)9-15/h1-9H

Upstream product

• 864512-14-1 2-iodophenyl 4-chlorobenzenesulfonate 
• 68-12-2 N,N-dimethyl-formamide 
• 106-54-7 p-Chlorothiophenol 
• 446-52-6 2-Fluorobenzaldehyde 

Downstream Products

• 1004293-22-4 2-[(4-Chlorophenyl)sulfonyl]benzaldehyde 
• 710959-93-6 3-[2-(4-chloro-phenylsulfanyl)-phenyl]acrylic acid ethyl ester 
• 1059123-95-3 3-[2-(4-chloro-phenylsulfanyl)-phenyl]acrylic acid ethyl ester 
• 13459-59-1 (2-(4-chlorophenylthio)phenyl)methanol 
• 1035140-31-8 1-(3-[2-(4-chloro-phenylsulfanyl)-phenyl]-acryloyl)-3-(2-triisopropylsilanyloxy-ethyl)-imidazolidin-2-one 
• 1075741-75-1 3-{2-[(4-chlorophenyl)thio]phenyl}acrylic acid 
• 59999-21-2 2-chloro-9-phenyl-9H-thioxanthene 

Relevant academic research and scientific papers

Novel thiolated amino-alcohols as chiral ligands for copper-catalyzed asymmetric nitro-aldol reactions

Thiolated amino-alcohols have been synthesized and evaluated as a potential new class of chiral ligands for copper-catalyzed nitro-aldol reactions. The model nitro-aldol reaction took place smoothly at ambient temperature in the presence of catalytic amounts (5-15 mol %) of the ligands and copper(II) acetate to afford the nitro-aldol product in good to excellent yield without accompanying dehydration. Amino-alcohol ligands bearing N-(2-alkylthio)benzyl substituents provided only modest enantioselectivities (22-46% ee) while those carrying N-2-thienylmethyl substituents provided better enantioselectivities (up to 75% ee). A range of aromatic aldehydes were acceptable for the nitro-aldol reaction with nitromethane, giving moderate to good enantioselectivities (69-88% ee).

Novel β?hydroxy ketones: Synthesis, spectroscopic characterization, molecular docking, and anticancer activity studies

In this study, a series of novel β?hydroxy ketone derivatives 3a-o were designed, synthesized, and evaluated for their anticancer activity. The structure of these compounds were characterized by IR, 1H and 13C NMR, mass spectrometry and elemental analysis methods. All the synthesized compounds were screened for anticancer activity against MCF-7 and U87 cells. Among them, compound 3l was appeared to be the most potent compound on both cancer cells; and IC50 dose was determined as 145 μM for MCF-7 cells and 6,6 μM for U87 cells. DNA ladder and Annexin V apoptotic marker tests were used and as a result, 3l caused the initiation of apoptosis on U87 cells. VDAC protein expression increased dramatically after U87 glioblastoma brain cancer cells were treated with compound 3l Additionally, the molecular modeling of these compounds was studied in FLT3 receptor, Estrogen receptor, and PARP2 receptor for the treatment of Acute Myeloid Leukemia (AML), breast cancer, and Glioblastoma (GBM) respectively. Their binding motifs and drug-like properties were investigated, and the results are highlighted in the discussion. Based on the results, compound 3l may have a potential drug candidate profile that can reverse the drug resistance profile.

In(OTf)3 catalyzed reductive etherification of 2-aryloxybenzaldehydes and 2-(arylthio)benzaldehydes

2-Aryloxybenzaldehydes and 2-(arylthio)benzaldehydes undergo reductive etherification in presence of 5 mol% In(OTf)3 and stoichiometric amount of Et3SiH under solvent free conditions to generate novel symmetrical dibenzyl ethers and thioethers in excellent yields. In(OTf)3 is found to be superior in terms of catalytic activity over the other metal triflates tested for the reaction. Xanthenes and thioxanthenes, as anticipated, could not be obtained under these conditions.

Synthesis of new thioxanthenes by organocatalytic intramolecular Friedel–Crafts reaction

An efficient organocatalytic route has been developed to synthesize novel substituted thioxanthenes (2a–2v) starting from diaryl thioether alcohols (1a–1v) using the intramolecular Friedel–Crafts reaction. The starting materials were obtained in two stage

Preparation of functionalized aryl magnesium reagents by the addition of magnesium aryl thiolates and amides to arynes

(Chemical Equation Presented) Reactive arynes, which are readily generated by the reaction of ortho-iocloarylsulfonates with iPrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).