4058-17-7

Basic information

• Product Name: 4-benzoyldiphenylamine
• Synonyms: 4-benzoyldiphenylamine
• CAS NO: 4058-17-7
• Molecular Weight: 273.334
• Mol File: 4058-17-7.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: 4-benzoyldiphenylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-benzoyldiphenylamine(4058-17-7)
• EPA Substance Registry System: 4-benzoyldiphenylamine(4058-17-7)

Safety Data

• Hazardous Substances Data: 4058-17-7(Hazardous Substances Data)

Upstream product

• 40686-30-4 N-(4-benzoyl-phenyl)-N-phenyl-benzamide 
• 4051-56-3 N,N-diphenylbenzamide 
• 23600-86-4 4'-Benzoyl-diphenylamin-2-carbonsaeure 
• 108-86-1 bromobenzene 
• 1137-41-3 (4-aminophenyl)(phenyl)methanone 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 62-53-3 aniline 
• 131086-39-0 4-benzoylphenyl 4-methylbenzenesulfonate 
• 98-80-6 phenylboronic acid 
• 611-94-9 4-Methoxybenzophenone 
• 1144-74-7 4-nitrobenzophenone 
• 603-33-8 triphenylbismuthane 
• 118-92-3 anthranilic acid 
• 4903-36-0 N-phenyl-benzimidoyl chloride 

Downstream Products

• 109813-88-9 4-(N-nitroso-anilino)-benzophenone 
• 1063170-79-5 phenyl[4-(phenylamino)phenyl]methanol 

Relevant articles and documents

Palladium-Catalyzed Amidation and Amination of (Hetero)aryl Chlorides under Homogeneous Conditions Enabled by a Soluble DBU/NaTFA Dual-Base System

The palladium-catalyzed coupling of aryl and heteroaryl chlorides with primary amides under mild homogeneous reaction conditions is reported. Successful C-N coupling is enabled by the use of a unique "dual-base" system consisting of DBU and NaTFA, which serve as proton acceptor and halide scavenger, respectively, using low catalyst loadings (0.5 mol %) with readily available, air-stable palladium precatalysts. The DBU/NaTFA system also enables the room-temperature coupling of primary aryl amines with aryl chlorides and is tolerant of a variety of base-sensitive functional groups.

Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds

The synthesis of aromatic amines is of utmost importance in a wide range of chemical contexts. We report a direct amination of boronic acids with nitro compounds to yield (hetero)aryl amines. The novel combination of a dioxomolybdenum(VI) catalyst and triphenylphosphine as inexpensive reductant has revealed to be decisive to achieve this new C?N coupling. Our methodology has proven to be scalable, air and moisture tolerant, highly chemoselective and engages both aliphatic and aromatic nitro compounds. Moreover, this general and step-economical synthesis of aromatic secondary amines showcases orthogonality to other aromatic amine syntheses as it tolerates aryl halides and carbonyl compounds.

NIXANTPHOS: A highly active ligand for palladium catalyzed Buchwald-Hartwig amination of unactivated aryl chlorides

Xantphos is one of the two most common ligands used in palladium catalyzed Buchwald-Hartwig amination reactions, because of its broad scope and high probability of success. It does not, however, work well with unactivated aryl chlorides. Herein NIXANTPHOS is compared to Xantphos and an array of mono- and bidentate phosphines. NIXANTPHOS outperforms Xantphos and all other bidentate ligands examined. Under the optimal reaction conditions, unactivated aryl chlorides afford the expected products in good to excellent yield with as low as 0.05 mol% (500 ppm) palladium loading.