56759-32-1

Basic information

• Product Name: 1-(4-AMINO-3-BROMO-PHENYL)-ETHANONE
• Synonyms: 1-(4-AMINO-3-BROMO-PHENYL)-ETHANONE;1-(4-aMino-3-broMophenyl)ethan-1-one
• CAS NO: 56759-32-1
• Molecular Formula: C₈H₈BrNO
• Molecular Weight: 214.06
• Product Categories: pharmacetical
• Mol File: 56759-32-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 59-62 °C
• Boiling Point: 344.1 °C at 760 mmHg
• Flash Point: 161.9 °C
• Appearance: /
• Density: 1.535 g/cm³
• Vapor Pressure: 6.75E-05mmHg at 25°C
• Refractive Index: 1.607
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.11±0.10(Predicted)
• CAS DataBase Reference: 1-(4-AMINO-3-BROMO-PHENYL)-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-AMINO-3-BROMO-PHENYL)-ETHANONE(56759-32-1)
• EPA Substance Registry System: 1-(4-AMINO-3-BROMO-PHENYL)-ETHANONE(56759-32-1)

Safety Data

• Hazardous Substances Data: 56759-32-1(Hazardous Substances Data)

Usage

General Description

1-(4-amino-3-bromo-phenyl)-ethanone is a chemical compound with the molecular formula C8H8BrNO. It is an organic compound that contains a phenyl ring with an amino group and a bromine atom attached to it. The compound also contains a ketone functional group, which consists of a carbonyl group bonded to two carbon atoms. This chemical is commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. Its aromatic structure makes it useful in the development of new drugs and other bioactive compounds. It is important to handle this chemical with caution, as it may pose health hazards and should be handled in a controlled laboratory environment.

InChI:InChI=1/C8H8BrNO/c1-5(11)6-2-3-8(10)7(9)4-6/h2-4H,10H2,1H3

Upstream product

• 99-92-3 p-aminobenzophenone 
• 107-21-1 ethylene glycol 
• 2719-21-3 4-(N-acetylamino)acetophenone 
• 101209-08-9 4-acetamido-3-bromoacetophenone 

Downstream Products

• 54826-14-1 1-(3-bromo-4-chlorophenyl)ethan-1-one 
• 93273-63-3 4-acetyl-2-bromobenzonitrile 
• 33720-71-7 4-amino-3-cyanoacetophenone 
• 231297-54-4 methyl trans-(5-acetyl-2-amino)cinnamate 
• 1259007-26-5 N-(4-acetyl-2-bromophenyl)-2-(2-(2,4-dichlorophenyl)-2H-1,2,4-triazol-3-ylthio)acetamide 
• 1428635-92-0 C₁₉H₂₁N₃OS 
• 1446427-41-3 C₂₆H₂₅N₃OS 
• 1446427-42-4 (E)-3-(4-chlorophenyl)-1-(2'-(methylthio)-6-((E)-pyrrolidin-1-yldiazenyl)-[1,1'-biphenyl]-3-yl)prop-2-en-1-one 
• 1446427-43-5 (E)-3-(4-methoxyphenyl)-1-(2'-(methylthio)-6-((E)-pyrrolidin-1-yldiazenyl)-[1,1'-biphenyl]-3-yl)prop-2-en-1-one 
• 1446427-44-6 (E)-1-(2'-(methylthio)-6-((E)-pyrrolidin-1-yldiazenyl)-[1,1'-biphenyl]-3-yl)-3-(p-tolyl)prop-2-en-1-one 
• 1446427-45-7 (E)-3-(4-bromophenyl)-1-(2'-(methylthio)-6-((E)-pyrrolidin-1-yldiazenyl)-[1,1'-biphenyl]-3-yl)prop-2-en-1-one 
• 1446427-47-9 (2E,4E)-1-(2'-(methylthio)-6-((E)-pyrrolidin-1-yldiazenyl)-[1,1'-biphenyl]-3-yl)-5-phenylpenta-2,4-dien-1-one 
• 1446427-48-0 C₃₀H₂₇N₃OS 
• 1446427-49-1 C₃₀H₂₇N₃OS 

Relevant articles and documents

A Practical Procedure for Regioselective Bromination of Anilines

A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.

Modular Synthesis of Di- A nd Trisubstituted Imidazoles from Ketones and Aldehydes: A Route to Kinase Inhibitors

A one-pot and modular approach to the synthesis of 2,4(5)-disubstituted imidazoles was developed based on ketone oxidation, employing catalytic HBr and DMSO, followed by imidazole condensation with aldehydes. This methodology afforded twenty-nine disubstituted NH-imidazoles (23%-85% yield). A three-step synthesis of 20 kinase inhibitors was achieved by employing this oxidation-condensation protocol, followed by bromination and Suzuki coupling in the imidazole ring to yield trisubstituted NH-imidazoles (23%-69%, three steps). This approach was also employed in the synthesis of known inhibitor GSK3037619A.

Reducing Diastereomorphous Bis(phosphane oxide) Atropisomers to One Atropisomerically Pure Diphosphane: A New Ligand and a Novel Ligand-Preparation Design

1,1′-Biphenyl-2,2′-diphosphanes with an achiral bridge spanning C-5 and C-5′ form atropisomers that are enantiomers. Accessing them in an atropisomerically pure form requires resolving a racemic mixture thereof or of a bis(phosphane oxide) precursor. 1,1′-Biphenyl-2,2′-diphosphanes with a homochiral bridge spanning C-5 and C-5′ form atropisomers that are diastereomers. We synthesized the first compound of this kind 1) atropselectively and 2) under thermodynamic control—seemingly a first-time exploit in diphosphane synthesis. The selectivity-inducing step was a high-temperature reduction of two non-interconverting bis(phosphane oxide) atropisomers (60:40 mixture). It furnished the desired diphosphane atropisomerically pure (and atropconvergently because the yield was 67 %). This diphosphane proved worthwhile in Tsuji–Trost allylations, the Hayashi addition of phenylboronic acid to cyclohexenone, and the asymmetric hydrogenation of methyl acetoacetate (up to 95 % yield and 95 % ee).