199472-00-9

Basic information

• Product Name: (E)-2-[(2-Bromo-phenyl)-methyl-amino]-4-phenyl-but-3-enenitrile
• CAS NO: 199472-00-9
• Molecular Weight: 327.224
• Mol File: 199472-00-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-2-[(2-Bromo-phenyl)-methyl-amino]-4-phenyl-but-3-enenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-[(2-Bromo-phenyl)-methyl-amino]-4-phenyl-but-3-enenitrile(199472-00-9)
• EPA Substance Registry System: (E)-2-[(2-Bromo-phenyl)-methyl-amino]-4-phenyl-but-3-enenitrile(199472-00-9)

Safety Data

• Hazardous Substances Data: 199472-00-9(Hazardous Substances Data)

Upstream product

• 6832-87-7 2-bromo-N-methylaniline 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 17583-40-3 2-methylaminobenzonitrile 
• 161742-00-3 (E)-2-[(2-Bromo-phenyl)-methyl-amino]-4-phenyl-but-2-enenitrile 

Relevant articles and documents

Palladium-catalyzed chemoselective intramolecular cyclization of bromoanilinoalkenenitriles

α-(o-Bromoanilino)alkenenitriIes 1a-f and 2a-e and α-(N-alkenylamino)-β-(o-bromophenyl)-propanenitriles 7a-c and 8a-c undergo palladium-catalyzed conversion into o-(methylamino)benzonitrile 12, o-[(alkenylamino)ethenyl]benzonitriles 24a-c, N-alkenylanilines 26b, 26c, 3-benzazepines 29a, 29c, 31a and 32a, γ-carbolines 36 and pyrrolo[3,2-b]indole 45. The reactions involve intramolecular additions of arylpalladium to the cyano group and subsequent processes such as cyano group transposition, hydrolysis, electrocyclization, ethyl group transfer and oxidative aromatization. A general mechanism for the palladium-catalyzed arylation of a cyano group is proposed.