53181-22-9

Usage

Uses

Used in Pharmaceutical Research:
2-(4-CHLOROANILINO)-1-PHENYL-1-ETHANONE is used as a chemical intermediate for the synthesis of various biologically active compounds, contributing to the development of new pharmaceutical agents. Its presence in the synthesis process is crucial for creating molecules with specific therapeutic properties.
Used in the Development of Pharmacological Agents:
In the pharmaceutical industry, 2-(4-CHLOROANILINO)-1-PHENYL-1-ETHANONE is utilized as a building block in the creation of complex organic molecules that possess medicinal value. Its structural attributes make it a key component in the formulation of drugs targeting specific health conditions.
Used in Organic Synthesis:
Beyond its pharmaceutical applications, 2-(4-CHLOROANILINO)-1-PHENYL-1-ETHANONE is also employed in organic synthesis for constructing a range of organic compounds. Its versatility in chemical reactions allows for the production of diverse molecules with various applications in different fields.

InChI:InChI=1/C14H12ClNO/c15-12-6-8-13(9-7-12)16-10-14(17)11-4-2-1-3-5-11/h1-9,16H,10H2

Upstream product

• 106-47-8 4-chloro-aniline 
• 70-11-1 α-bromoacetophenone 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 1074-12-0 phenylglyoxal hydrate 
• 98-86-2 acetophenone 
• 100-58-3 phenylmagnesium bromide 
• 112537-84-5 phenacyl m-nitrobenzenesulphonate 
• 110143-20-9 α-(p-chlorobenzenesulfonyloxy)acetophenone 
• 98475-06-0 α-phenylsulfonyloxyacetophenone 

Downstream Products

• 23746-76-1 5-chloro-2-phenylindole 
• 69446-29-3 2-(4-chloro-anilino)-1-phenyl-ethanone (Z)-oxime 
• 71906-87-1 2-(4-chloro-anilino)-1-phenyl-ethanone-⁽¹⁾-seqtrans-oxime 
• 127791-93-9 ethyl 1-(4-chlorophenyl)-2-<2-(benzyloxy)phenyl>-4-phenylpyrrole-3-carboxylate 
• 79220-97-6 1-(4-Chloro-phenyl)-4-phenyl-1H-imidazole-2-thiol 
• 6394-52-1 2-(4-chlorophenyl)imino-1-phenylethanone 
• 74392-96-4 N-Acetyl-p-chlorophenacylaniline 
• 705972-06-1 N₁-(4-chlorophenyl)-N₁-(2-oxo-2-phenylethyl)-2-phenylacetamide 
• 1225051-12-6 2-((4-chlorophenyl)amino)-1-phenylethan-1-ol 
• 1375476-50-8 2-((4-chlorophenyl)imino)-2-(1H-indol-3-yl)-1-phenylethanone 
• 33288-26-5 1-(1H-indol-3-yl)-2-phenylethane-1,2-dione 
• 1401615-99-3 (6-chloroquinolin-2-yl)(phenyl)methanone 
• 1401615-85-7 (1-(4-chlorophenylamino)cyclopropyl)(phenyl)methanone 
• 1443130-42-4 (3-(4-chlorophenyl)-1-p-tolylimidazolidin-4-yl)(phenyl)methanone 

Relevant academic research and scientific papers

Phosphine-Catalyzed Synthesis of Chiral N-Heterocycles through (Asymmetric) P(III)/P(V) Redox Cycling

Phosphine-catalyzed tandem Michael addition/intramolecular Wittig reactions have been developed for the synthesis of chiral 2,5-dihydro-1H-pyrrole and tetrahydropyridine derivatives. These processes have been rendered catalytic in phosphine, thanks to the in situ reduction of phosphine oxide by phenylsilane. Furthermore, catalytic and asymmetric P(III)/P(V) processes were implemented using enantiopure chiral phosphines.

Regioselective Synthesis of 2-Arylindoles via Palladium-Catalyzed Cyclization of Phenylglyoxal and 2-Anilinoacetophenones with Anilines

A versatile route has been developed for the synthesis of 2-arylindoles using a Pd-catalyzed tandem process. Under reductive conditions, different 2-arylindoles were synthesized from phenylglyoxal and aniline. This synthetic methodology involves a tandem reaction of four steps with high regioselectivity. Alternatively, 2-anilinoacetophenones intermediates also can be using to give access to the corresponding 2-arylindoles.

Iodine monobromide catalysed regioselective synthesis of 3-arylquinolines from α-aminoacetophenones and: Trans -β-nitrostyrenes

A simple and efficient method for regioselective synthesis of 3-arylquinolines is described from α-aminoacetophenones and trans-β-nitrostyrenes using 20 mol% iodine monobromide as a catalyst in acetonitrile solvent at 80 °C. The present method involves tandem reaction of α-aminoacetophenones and trans-β-nitrostyrenes, formation of two new C-C bonds and cleavage of one C-C bond in a single step. The salient features of the protocol are metal- and oxidant-free reaction conditions, broad substrate scope, and good yields.

A one-pot and three-component synthetic approach for the preparation of asymmetric and multi-substituted 1,4-dihydropyrazines

An efficient, one-pot and three-component synthesis of a new series of 2-acyl-3,4,6-triaryl-1,4-dihydropyrazines is described. This two-step strategy involves treatment of phenacyl bromides and anilines to give the nucleophilic substitution intermediate f

CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme ceramide galactosyltransferase (CGT), such as, for example, lysosomal storage diseases. Examples of lysosomal storage diseases include, for example, Krabbe disease and Metachromatic Leukodystrophy.

Copper-catalyzed oxidative cross-coupling of α-aminocarbonyl compounds with primary amines toward 2-oxo-acetamidines

A general and mild method for the construction of a carbon-nitrogen bond via copper-catalyzed oxidative cross-coupling of amines with α-aminocarbonyl compounds was achieved. Amines, either aliphatic primary amines, aromatic primary amines or secondary amines can be used as the starting materials. When R2 was different from R3, two isomers would be observed. Therefore, this reaction system has a broad substrate scope and provides a facile pathway for the synthesis of 2-oxo-acetamidines.

Sequential One-Pot Synthesis of Imidazoles and 2H-Imidazolones from β-Ketoamines, Acylating Agents and Ammonium Acetate

An efficient, practical, straight forward, and transition metal-free three-component synthesis of diversely substituted imidazoles and 2H-imidazolones from β-ketoamines, acylating agents, and ammonium acetate has been described herein. This approach invol

Synthesis of Multiple-Substituted Pyrroles via Gold(I)-Catalyzed Hydroamination/Cyclization Cascade

A gold-catalyzed cascade hydroamination/cyclization reaction of α-amino ketones with alkynes to form substituted pyrroles has been developed. The method offers several advantages such as high regioselectivity with the tested cases, wide functional group tolerance, and easily accessible starting materials. The synthetic utility of the obtained pyrrole products was demonstrated by their efficient transformations to 2-vinylated pyrroles via gold-catalyzed intermolecular hydroarylation.

New efficient synthesis of 1,4-benzodiazepin-5-ones by catalytic aza-Wittig reaction

1,4-Benzodiazepin-5-ones were synthesized in 71-89% yields from 2-isocyanato-N-(2-oxoalkyl)benzamides via a new catalytic intramolecular aza-Wittig reaction. Starting from easily accessible phthalic anhydride and α-arylamino ketones, the corresponding 2-{[(2-oxoalkyl)amino]carbonyl}benzoic acids underwent sequential formation of the acid azide and Curtis rearrangement to give 2-isocyanato-N-(2-oxoalkyl)benzamides that were reacted directly to give the final 2,4-diaryl-3,4-dihydro-5H-1,4-benzodiazepin-5-ones and 4-aryl-2-tert-butyl-3,4-dihydro-5H-1,4-benzodiazepin-5-ones.

One-Pot Metal-Free Cascade Synthesis of 2-(Perfluoroalkyl)pyrroles

An efficient synthesis of 2-(perfluoroalkyl)pyrroles that employs a sequential one-pot three-component reaction between substituted ω-bromoacetophenones, anilines, and methyl perfluoroalk-2-ynoates has been developed. This transition-metal-free cascade pr