294642-63-0

Basic information

• Product Name: Propanamide, 2-bromo-2-methyl-N,N-diphenyl-
• CAS NO: 294642-63-0
• Molecular Formula: C16H16BrNO
• Molecular Weight: 318.213
• Mol File: 294642-63-0.mol

Chemical Properties

• CAS DataBase Reference: Propanamide, 2-bromo-2-methyl-N,N-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanamide, 2-bromo-2-methyl-N,N-diphenyl-(294642-63-0)
• EPA Substance Registry System: Propanamide, 2-bromo-2-methyl-N,N-diphenyl-(294642-63-0)

Safety Data

• Hazardous Substances Data: 294642-63-0(Hazardous Substances Data)

Upstream product

• 20769-85-1 2-bromoisobutyric acid bromide 
• 122-39-4 diphenylamine 

Downstream Products

• 2918-91-4 N,N-diphenyl methacrylamide 
• 34058-62-3 3,3-dimethyl-1-phenylindolin-2-one 
• 142338-31-6 3,4-dihydro-3-methyl-1-phenyl-quinolin-2(1H)-one 

Relevant articles and documents

Access to α-Cyano Carbonyls Bearing a Quaternary Carbon Center by Reductive Cyanation

Reductive cyanation of tertiary alkyl bromides using electrophilic cyanating reagent and zinc reductant was developed, providing various α-cyano ketones, esters, and carboxamides containing a nitrile-bearing all-carbon quaternary center in good to excellent yields under mild reaction conditions. The corresponding reaction mechanism involving in situ generated organozinc reagent and reactivity distinction was elucidated by density functional theory computation.

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.

Iron-Catalyzed 1,4-Phenyl Migration/Ring Expansion of α-Azido N-Phenyl Amides

Herein, we report a novel iron-catalyzed skeleton rearrangement of alkyl azides. Upon treatment with FeCl2 and N-heterocyclic carbene SIPr·HCl in the presence of H2O and Et3N, 2-azido-N,N-diphenylamides underwent 1,4-phenyl migration and ring expansion to give azepin-2-ones in good yield. The reaction proceeds via intramolecular nitrene cycloaddition followed by C-N cleavage, water addition, and electrocyclic ring opening.

Copper-Salt-Promoted Carbocyclization Reactions of α-Bromo- N -arylacylamides

A mild and convenient synthetic method for oxindoles and α-arylacylamides bearing an all carbon quaternary stereocenter from the readily available α-bromo-N-arylacylamides has been developed. This Cu(acac)2/Phen-promoted radical cyclization rea