13234-80-5

Basic information

• Product Name: N-phenyl-[1,1′-biphenyl]-2-carboxamide
• Synonyms: N-phenyl-[1,1′-biphenyl]-2-carboxamide
• CAS NO: 13234-80-5
• Molecular Weight: 273.334
• Mol File: 13234-80-5.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: N-phenyl-[1,1′-biphenyl]-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenyl-[1,1′-biphenyl]-2-carboxamide(13234-80-5)
• EPA Substance Registry System: N-phenyl-[1,1′-biphenyl]-2-carboxamide(13234-80-5)

Safety Data

• Hazardous Substances Data: 13234-80-5(Hazardous Substances Data)

Upstream product

• 98-95-3 nitrobenzene 
• 95-14-7 1,2,3-Benzotriazole 
• 947-84-2 2-Biphenylcarboxylic acid 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 16605-99-5 biphenyl-2-carboxylic acid methyl ester 
• 62-53-3 aniline 
• 85-44-9 phthalic anhydride 
• 520-03-6 N-phenylphthalimide 
• 591-50-4 iodobenzene 
• 19263-30-0 3-phenyl-1,2,3-benzotriazin-4(3H)-one 
• 98-80-6 phenylboronic acid 
• 100-58-3 phenylmagnesium bromide 
• 95576-66-2 phenyltriethoxytitanium 
• 93-98-1 N-phenyl benzoyl amide 

Downstream Products

• 13355-65-2 5-phenylphenanthridin-6(5H)-one 

Relevant articles and documents

Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides

Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.

Synthesis ofortho-arylated and alkenylated benzamides by palladium-catalyzed denitrogenative cross-coupling reactions of 1,2,3-benzotriazin-4(3H)-ones with organoboronic acids

An efficient palladium-catalyzed denitrogenative Suzuki-Miyaura type cross-coupling of 1,2,3-benzotriazin-4(3H)-ones with organoboronic acid is described. The reaction is compatible with various aryl and alkenyl boronic acids affordingortho-arylated and alkenylated benzamides in good to high yields. Heteroaromatic boronic acids were also successfully employed. Along with this, a coupling reaction was established by using phenyl boronate ester as the coupling partner. The reaction is believed to proceedviaa five-membered aza-palladacyclic intermediate. DFT calculations were studied comparing the reactivity of palladium and nickel complexes in the five-membered aza-metallacycle formation from 1,2,3-benzotriazin-4(3H)-ones. The application of the reaction was successfully demonstrated by convertingortho-alkenylated products toortho-alkylated products in high yieldsviaa reduction reaction.

Transition-Metal-Free Synthesis of Phenanthridinones through Visible-Light-Driven Oxidative C–H Amidation

The treatment of N-aryl biphenylcarboxamide, 1-chloroanthraquinone (1-Cl-AQN) catalyst, and K2CO3 in CHCl3 under visible light irradiation affords phenanthridinone via radical cyclization. This reaction proceeds under transition-metal-free condition, room temperature, and direct C–H amidation. Mechanistic studies indicate that amidyl radical generation proceeds by visible light induced proton coupled electron transfer (PCET) from N–H bond of the amide.