41068-36-4

Usage

Uses

Used in Pharmaceutical Industry:
2'-CHLORO-4'-HYDROXYACETOPHENONE is used as a key intermediate compound for the synthesis of aminopyrazine compounds, which serve as HPK1 inhibitors. These HPK1 inhibitors play a crucial role in modulating various cellular signaling pathways and have potential therapeutic applications in treating different diseases.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2'-CHLORO-4'-HYDROXYACETOPHENONE can be utilized as a building block for the development of novel compounds with diverse applications. Its unique structural features make it a valuable component in the design and synthesis of new molecules with potential pharmaceutical, agrochemical, or material science applications.

Preparation

Obtained by reaction of acetyl chloride with 3-chloroanisole in the presence of aluminium chloride (55%), in carbon disulfide (62%) or in 1,2-dichloroethane (81%).

InChI:InChI=1/C9H9ClO2/c1-6(11)8-4-3-7(12-2)5-9(8)10/h3-5H,1-2H3

Upstream product

• 2845-89-8 1-chloro-3-methoxy-benzene 
• 108-24-7 acetic anhydride 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 108-43-0 3-monochlorophenol 

Downstream Products

• 24890-53-7 1-(2-chloro-4-methoxyphenyl)-1-phenylethene 
• 96826-26-5 2-(2-Chloro-4-methoxy-phenyl)-propan-2-ol 
• 68301-59-7 1-(2-chloro-4-hydroxyphenyl)ethan-1-one 
• 1403674-93-0 C₂₅H₂₂ClNO₃ 
• 1403674-92-9 C₂₃H₁₈ClNO₃ 
• 1403674-81-6 5-(2-chloro-4-methoxyphenyl)-2,3-bis(4-methoxyphenyl)-1-propyl-1H-pyrrole 
• 1403674-80-5 5-(2-chloro-4-methoxyphenyl)-2,3-bis(4-methoxyphenyl)-1-methyl-1H-pyrrole 
• 1001441-54-8 4-(2-chloro-4-methoxyphenyl)-1,2-bis(4-methoxyphenyl)-butane-1,4-dione 
• 30095-51-3 2-bromo-1-(2-chloro-4-methoxyphenyl)ethan-1-one 
• 1246383-21-0 5-[2-(2-chloro-4-methoxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-3-methyl-pyridine-2-carbonitrile 
• 1246383-25-4 5-[2-(2-chloro-4-methoxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-3-methyl-thiophene-2-carbonitrile 
• 1246383-23-2 5-[2-(2-chloro-4-methoxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1-methyl-1H-pyrrole-2-carbonitrile 
• 2104-05-4 4-(4-methoxyphenyl)thiazole-2(3H)-thione 
• 127817-89-4 N-(4-Methoxyphenyl)-N-(1,1,1-trifluor-2-propyl)-2-chlor-4-methoxybenzamid 

Relevant academic research and scientific papers

Catalytic Friedel-Crafts acylation of aromatic ethers using Sml3

10% mol Sml3 catalysed the Friedel-Crafts acylation of aromatic ethers by acyl chlorides in acetonitrile with the yields of 48-82%. Reactions of various substituted aromatic ethers with acyl chloride were studied. The structures of compounds were established by IR and 1H NMR. The main product obtained with anisole is the para-substituted compound with only a trace (3, a pattern repeated with the other aromatic ethers used.

A simple, efficient and regioselective oxychlorination of aromatic compounds using ammonium chloride and oxone

A simple, efficient, mild and regioselective method for oxychlorination of aromatic compounds is reported. The electrophilic substitution of chlorine generated in situ from NH4Cl as a chlorine source and oxone as an oxidant is reported for the first time.

Aqua(sulfato)platinum(II) Complexes with Variable Substituents in the 2-Phenyl Ring. 1. Synthesis and Antitumor and Estrogenic Properties

Erythro- and threo-configurated aqua(sulfato)platinum(II) complexes with variable substituents in the 2-phenyl ring (2-PtSO4 to 9-PtSO4: H, 4-F, 3-OH, 4-OH, 2,6-F2, 2,6-Cl2, 2-F/4-OH, 2-Cl/4-OH) were synthesized and tested for estrogenic and antitumor activities.The ligands were obtained by a three-step reaction.The stilbenes were reacted with a mixture of IN3 and NaN3 to yield the respective 1,2-diazido-1,2-diphenylethanes.The subsequent reduction with LiAlH4 led to the corresponding 1,2-diphenylethylenediamines.The (sulfato)platinum(II) complexes were synthesized by reaction of Ag2SO4 with the diiodo complexes, which had been obtained by coordination of the diamines with K2PtI4.Two complexes, erythro-8-PtSO4 and erythro-9-PtSO4, possess antitumor and estrogenic effects and are therefore of interest for the therapy of breast cancer.

ACYLATION OF CHLOROANISOLES

In the reaction of 2-, 3-, and 4-chloroanisoles with the chlorides and anhydrides of acetic, propionic, and 4-substituted benzoic acids in the presence of 1E-3 mole of ferric chloride 35-80percent of the ketone fraction was obtained.Under the reaction con