4834-61-1

Usage

Uses

Used in Chemical Research:
4-Benzoyl Acetanilide is used as a research compound for its reactivity and potential applications in chemical synthesis. The benzoyl group in the compound allows for various chemical reactions, making it a valuable tool in the development of new chemical entities.
Used in Pharmaceutical Research:
4-Benzoyl Acetanilide is used as an intermediate in the synthesis of pharmaceutical compounds. Its reactivity and structural properties make it a useful building block in the creation of new drugs and medications, contributing to the advancement of pharmaceutical science.
Used in Laboratory Reactions:
4-Benzoyl Acetanilide is used as a reactant in various laboratory reactions, where its reactivity and the presence of the benzoyl group can lead to the formation of new compounds. This makes it an essential component in the exploration of chemical reactions and their outcomes.
Used in Chemical Production:
4-Benzoyl Acetanilide is used as an intermediary in the production of other chemicals. Its role in the synthesis process is crucial for the creation of a wide range of chemical products, highlighting its importance in the chemical industry.

InChI:InChI=1/C15H13NO2/c1-11(17)16-14-9-7-13(8-10-14)15(18)12-5-3-2-4-6-12/h2-10H,1H3,(H,16,17)

Upstream product

• 1137-41-3 (4-aminophenyl)(phenyl)methanone 
• 75-36-5 acetyl chloride 
• 98-07-7 Benzotrichlorid 
• 103-84-4 Acetanilid 
• 98-88-4 benzoyl chloride 
• 622-50-4 4-Acetamido-1-iodobenzene 
• 100-52-7 benzaldehyde 
• 556-08-1 p-(acetylamino)benzoic acid 
• 71-43-2 benzene 
• 587-48-4 3-acetylaminobenzoic acid 
• 611-73-4 Benzoylformic acid 
• 1144-74-7 4-nitrobenzophenone 
• 108-24-7 acetic anhydride 
• 60-35-5 acetamide 

Downstream Products

• 127269-19-6 4-phenylazo-benzophenone 
• 118-75-2 chloranil 
• 22101-32-2 1-(4-acetamidophenyl)-1-phenylethylene 
• 179552-09-1 N-(2-diethylaminoethyl)-N-acetyl-4-aminobenzophenone 
• 22071-15-4 ketoprofen 
• 66067-44-5 (3-acetylphenyl)(phenyl)methanone 
• 1416085-74-9 N-(4-benzoyl-2-(trifluoromethyl)phenyl)acetamide 

Relevant academic research and scientific papers

Enhanced catalytic activity of one-dimensional CdS @TiO2 core-shell nanocomposites for selective organic transformations under visible LED irradiation

In this study, we are interested in the photocatalytic activity under visible LED irradiation of one- dimensional (1D) CdS @TiO2 core–shell nanocomposites (CSNs) prepared through a facile and convenient method. For the synthesis of 1D CdS@TiO2 core/shell structure, titania source (Tetrabutyl titanate) was hydrolyzed by water vapor transmission on the surface of CdS nanowires (NWs) which were prepared via solvothermal method. The characterization of 1D CdS@TiO2 core–shell nanocomposites (CdS@TiO2 CSNs) was performed using X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), UV–Vis spectroscopy, and UV–Vis diffuse reflectance spectroscopy (DRS). The as-synthesized sample was utilized for the selective reduction of nitro compounds to benzimidazole and anilide, and also the reduction of benzophenones to alcohol under blue LED irradiation. The 1D CdS@TiO2 CSNs exhibited enhanced photoactivity compared with the pure TiO2, CdS nanowires and commercial TiO2-P25. The excellent reusability of the photocatalyst was examined for six runs. The results demonstrated that the prepared sample has the potential to provide a promising visible light-driven photocatalyst for other organic transformations.

Synthesis, structure-activity relationship and molecular docking studies of novel quinoline-chalcone hybrids as potential anticancer agents and tubulin inhibitors

A new series of quinoline-chalcone hybrids was synthesized. The structures of these compounds were characterized by spectroscopic methods including 1H and 13CNMR and mass spectroscopy. The cytotoxic activity of compounds was evaluated against four human cancer cell lines including A2780 (human ovarian carcinoma) and A2780/RCIS (Cisplatin resistant human ovarian carcinoma), MCF-7 (human breast cancer cells), MCF-7/MX (Mitoxantrone resistant human breast cancer cells) and normal Huvec cells. The structure-activity relationship of synthesized compounds is discussed. Among quinolines 5e, 5g and 5j possessing benzoyl group showed significant cytotoxic activity against both resistant cancer cells and their parents. Compounds 5g and 5j, demonstrated the most antiproliferative activity with IC50 values ranging from 2.32 to 22.4 μM. They were also identified as tubulin inhibitors and induced cell cycle arrest at G2/M phase and apoptosis. Compound 5j induced more arrest at G2/M phase in four cancer cell lines compared to compound 5g. Finally, molecular dynamics simulation and molecular docking studies of compound 5j into the colchicine-binding site of tubulin demonstrated the possible interaction of this compound in the active site of tubulin.

Diversity Oriented Clicking (DOC): Divergent Synthesis of SuFExable Pharmacophores from 2-Substituted-Alkynyl-1-Sulfonyl Fluoride (SASF) Hubs

Diversity Oriented Clicking (DOC) is a unified click-approach for the modular synthesis of lead-like structures through application of the wide family of click transformations. DOC evolved from the concept of achieving “diversity with ease”, by combining classic C?C π-bond click chemistry with recent developments in connective SuFEx-technologies. We showcase 2-Substituted-Alkynyl-1-Sulfonyl Fluorides (SASFs) as a new class of connective hub in concert with a diverse selection of click-cycloaddition processes. Through the selective DOC of SASFs with a range of dipoles and cyclic dienes, we report a diverse click-library of 173 unique functional molecules in minimal synthetic steps. The SuFExable library comprises 10 discrete heterocyclic core structures derived from 1,3- and 1,5-dipoles; while reaction with cyclic dienes yields several three-dimensional bicyclic Diels–Alder adducts. Growing the library to 278 discrete compounds through late-stage modification was made possible through SuFEx click derivatization of the pendant sulfonyl fluoride group in 96 well-plates—demonstrating the versatility of the DOC approach for the rapid synthesis of diverse functional structures. Screening for function against MRSA (USA300) revealed several lead hits with improved activity over methicillin.

Iron-Enabled Utilization of Air as the Terminal Oxidant Leading to Aerobic Oxidative Deoximation by Organoselenium Catalysis

In contrast to conventional organoselenium-catalyzed oxidation reactions that require peroxide oxidants such as hydrogen peroxide, in this work we found that, addition of a low loading of iron (II) could enable the successful utilization of air as the terminal oxidant in organoselenium-catalyzed oxidative deoximation reaction of ketoximes. This led to a new mild and relatively green aerobic oxidative deoximation method. Control reactions and X-ray photoelectron spectroscopy (XPS) analysis suggest that iron is crucial in the catalytic cycle, working to prohibit the deactivation of selenium catalyst through an iron-catalyzed aerobic oxidation of low valent selenium species by air to the active high valent selenium species. Since air can be utilized as the terminal oxidant, this work may contribute to the advance of organoselenium catalysis. (Figure presented.).

Palladium Catalyzed Direct Acylation of Iodo-Acetanilides/Iodo-Phenyl Acetates: Domino One-Pot Synthesis of 2-Quinolinones

Pd-catalyzed direct acylation reaction of iodoacetanilides/iodophenyl acetates with aldehydes is presented. Simple, bench-top aldehydes were used as non-toxic acylating agents. This protocol comprises direct coupling with aldehydes without activating the carbonyl group and without directing group assistance. The strategy was applied to a domino one-pot synthesis of 2-quinolinones through acylation and intramolecular aldol condensation. Significantly, the strategy was extended to the domino one-pot synthesis of drugs and bioactive compounds.

Chemoselective generation of acyl phosphates, acylium ion equivalents, from carboxylic acids and an organophosphate ester in the presence of a Br?nsted acid

We describe the chemoselective conversion of carboxylic acids to functional aromatic ketones promoted by a tailored organophosphate ester in the presence of a Br?nsted acid. The protonated phosphate ester reacts with the carboxylic acid to form acyl phosphate, which reacts with benzenes to give aromatic ketones, probably through the acylium ion or its equivalent. The reaction time is short even at room temperature, and the reaction is compatible with various other functional groups, including amines, olefins, esters, amides and nitriles.

Ketoprofen preparation method

The invention provides a ketoprofen preparation method. The ketoprofen preparation method includes 1), taking phenacyl halide and acetanilide as raw materials, and subjecting the raw materials to Friedel-Crafts acylation to obtain 4-acetamido benzophenone; 2), subjecting the 4-acetamido benzophenone and 1, 2-dichloropropane to Friedel-Crafts acylation to obtain 2-(1-chloroisopropyl)-4-benzoyl acetanilide; 3), subjecting the 2-(1-chloroisopropyl)-4-benzoyl acetanilide to deprotection in an acidic condition to obtain 2-(1-chloroisopropyl)-4-benzoyl aniline; 4), subjecting the 2-(1-chloroisopropyl)-4-benzoyl aniline to alkali hydrolysis to obtain 2-(1-hydroxyisopropyl)-4-benzoyl aniline; 5), subjecting the 2-(1-hydroxyisopropyl)-4-benzoyl aniline to diazotization and reduction to compound 3-benzoyl-alpha-methyl phenylethanol; 6), oxidizing the 3-benzoyl-alpha-methyl phenylethanol to obtain ketoprofen. The ketoprofen preparation method has the advantages of non-existence of dangerous reaction process and high yield.

Preparation process of ketoprofen

The invention discloses a preparation process of ketoprofen. A method takes benzoyl chloride and acetanilide as starting raw materials, and the ketoprofen is prepared through the steps of acylating, carting out acylation, de-protecting, hydrolyzing, carrying out diazotization reduction, carrying out Darzens reaction, oxidizing and the like. According to the method disclosed by the invention, the raw materials have cheap prices and are easy to obtain; the process is easy to realize and a hazardous process does not exist in the reaction; the yield is high and reaction conditions are moderate; the preparation method is simple and convenient to operate and has low requirements on equipment.

A versatile approach for the synthesis of para -substituted arenes via palladium-catalyzed C-H functionalization and protodecarboxylation of benzoic acids

While a great number of ortho C-H functionalization reactions have been developed and several breakthroughs have been achieved in meta C-H activation, para C-H functionalization is still in its infancy stage. In this article, a versatile strategy for the synthesis of para-substituted arenes has been developed via a tandem process consisting of palladium-catalyzed C-H functionalization and subsequent copper-catalyzed protodecarboxylation of benzoic acids. Both electron-withdrawing and electron-donating functionalities can be introduced into the para positions of arenes bearing a variety of substituents.

Photocatalytic synthesis of anilides from nitrobenzenes under visible light irradiation: 2 in 1 reaction

An efficient method has been developed for the synthesis of a series of anilides via a two in one reaction of nitrobenzenes with anhydride in the presence of TiO2 as a nanocatalyst and photocatalyst under sunlight or blue LED irradiation. In this method simultaneously, nitrobenzenes convert to the corresponding anilines via photocatalytic reduction on the TiO2 surface, and a condensation of aniline with the anhydride performed on the Lewis acid site of the TiO2 surface. Interestingly amidation step leads to the promotion of better reaction and good selectivity in reduction of nitrocompounds. This method is simple, rapid, high yield, and green.