42308-20-3

Basic information

• Product Name: Propanamide, 2-bromo-N-phenyl-
• CAS NO: 42308-20-3
• Molecular Formula: C₉H₁₀BrNO
• Molecular Weight: 228.088
• Mol File: 42308-20-3.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 353.3°Cat760mmHg
• Flash Point: 167.5°C
• Density: 1.494g/cm³
• CAS DataBase Reference: Propanamide, 2-bromo-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanamide, 2-bromo-N-phenyl-(42308-20-3)
• EPA Substance Registry System: Propanamide, 2-bromo-N-phenyl-(42308-20-3)

Safety Data

• Hazardous Substances Data: 42308-20-3(Hazardous Substances Data)

Usage

General Description

Propanamide, 2-bromo-N-phenyl- is an organic compound with the chemical formula C9H10BrNO. It is an amide derivative, with a phenyl and a bromine group attached to the nitrogen atom. This chemical is often used as an intermediate in organic synthesis and is commonly used in the production of pharmaceuticals and agrochemicals. It is a white crystalline solid that is slightly soluble in water and has a melting point of around 83-85°C. 2-bromo-N-phenylpropanamide is also used as a building block for various organic reactions and is an important compound in the field of medicinal chemistry.

Upstream product

• 598-72-1 2-Bromopropionic acid 
• 62-53-3 aniline 
• 60-29-7 diethyl ether 
• 563-76-8 α-bromopropionyl bromide 
• 7148-74-5 2-Bromopropionyl chloride 
• 103-84-4 Acetanilid 
• 71-43-2 benzene 

Downstream Products

• 102182-36-5 N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-alanin-anilide 
• 100800-21-3 2-(diethylamino)-N-phenylpropanamide 
• 101089-96-7 2-phenoxy-propionic acid anilide 
• 161012-98-2 4-ethoxy-3-methyl-2-phenylthiazole 
• 77868-73-6 3,6-dimethyl-1,4-diphenyl-piperazine-2,5-dione 
• 1400272-60-7 2-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylsulfanyl)-N-phenyl propionamide 
• 38267-49-1 2-methyl-4-oxo-N-phenyl-4-(p-tolyl)butanamide 
• 18073-33-1 6-methylellipticine 

Relevant articles and documents

Enantioconvergent Cu-Catalyzed Radical C-N Coupling of Racemic Secondary Alkyl Halides to Access α-Chiral Primary Amines

α-Chiral alkyl primary amines are virtually universal synthetic precursors for all other α-chiral N-containing compounds ubiquitous in biological, pharmaceutical, and material sciences. The enantioselective amination of common alkyl halides with ammonia is appealing for potential rapid access to α-chiral primary amines, but has hitherto remained rare due to the multifaceted difficulties in using ammonia and the underdeveloped C(sp3)-N coupling. Here we demonstrate sulfoximines as excellent ammonia surrogates for enantioconvergent radical C-N coupling with diverse racemic secondary alkyl halides (>60 examples) by copper catalysis under mild thermal conditions. The reaction efficiently provides highly enantioenrichedN-alkyl sulfoximines (up to 99% yield and >99% ee) featuring secondary benzyl, propargyl, α-carbonyl alkyl, and α-cyano alkyl stereocenters. In addition, we have converted the masked α-chiral primary amines thus obtained to various synthetic building blocks, ligands, and drugs possessing α-chiral N-functionalities, such as carbamate, carboxylamide, secondary and tertiary amine, and oxazoline, with commonly seen α-substitution patterns. These results shine light on the potential of enantioconvergent radical cross-coupling as a general chiral carbon-heteroatom formation strategy.

Visible-Light-Driven Aryl Migration and Cyclization of α-Azido Amides

This paper reports two new visible-light-promoted radical reactions of α-azido amides. By catalysis of [Ir(ppy)2(dtbbpy)]PF6 with i-Pr2NEt as the reducing agent, N-aryl α-azido tertiary amides were first converted to the corresponding aminyl radicals through reduction of the azido group; the aminyl radicals then underwent N-to-N aryl migration to give α-anilinyl-functionalized amides. α-Azido secondary amides, on the other hand, reacted with the solvent ethanol and i-Pr2NEt to afford the imidazolinone products.

Enantioselective Palladium-Catalyzed Cross-Coupling of α-Bromo Carboxamides and Aryl Boronic Acids

We herein report an enantioselective palladium-catalyzed cross-coupling between α-bromo carboxamides and aryl boronic acids, generating a series of chiral α-aryl carboxamides in good yields and excellent enantioselectivities. The development of a chiral P,P=O ligand was critical in overcoming the second transmetalation issue and allows the first asymmetric palladium-catalyzed coupling of α-bromo carbonyl compounds.