5705-51-1

Upstream product

• 110-86-1 pyridine 
• 574-66-3 Benzophenone oxime 
• 98-09-9 benzenesulfonyl chloride 
• 93-58-3 benzoic acid methyl ester 
• 492448-41-6 2-amino-phenyl magnesium ⁽¹⁺⁾; iodide 
• 56-23-5 tetrachloromethane 
• 5014-47-1 N-chloro-N-phenylbenzamide 
• 119-61-9 benzophenone 
• 79-37-8 oxalyl dichloride 
• 60-29-7 diethyl ether 
• 940-38-5 phenylcarbamoyl azide 
• 64-17-5 ethanol 
• 23796-78-3 N,N'-dibenzoyl-N,N'-diphenyl-thiourea 
• 141-52-6 sodium ethanolate 

Downstream Products

• 3027-01-8 N,N-dibenzoylaniline 
• 100961-09-9 N-benzoyl-N-dichloroacetyl-aniline 
• 2866-82-2 N-(4-chlorophenyl)benzamide 
• 20349-66-0 (4‐(methyl(phenyl)amino)phenyl)(phenyl)methanone 
• 32586-68-8 2-phenylbenzo[d][1,3]selenazole 
• 147542-38-9 N-(2,4-dibromophenyl)benzamide 
• 872294-83-2 N-(α-anilino-benzylidene)-N'-phenyl-benzamidine 
• 33345-17-4 N,N-diphenylbenzamidine 
• 587-54-2 3-benzamidobenzoic acid 
• 18049-41-7 4-dimethylamino-benzophenone-phenylimine 
• 107006-28-0 N-(4-nitro-phenyl)-N'-phenyl-benzamidine 
• 4073-72-7 3,4,5-triphenyl-1,2,4-triazole 
• 1039-51-6 2,4-diphenylquinoline 
• 40560-90-5 N₁-methyl-N₁,N₂-diphenylbenzamidine 

Relevant academic research and scientific papers

Kinetics and Mechanisms for the Two-Phase Reaction between Aqueous Aniline and Benzoyl Chloride in Chloroform, with and without Pyridine Catalysis

This paper reports relative rates and product yields for the reaction of aniline with benzoyl chloride under conditions in which the two reactants begin in separate immiscible phases.Typically the aniline is initially in an aqueous phase over a chloroform

Electrochemical reduction of α-diketones and α-diimines in the presence of a bielectrophilic substrate: Synthesis of new aza-crown compounds

The electrochemical reduction of α-diketones and α-diimines with the tritosylate of diethanolamine produces the corresponding aza crown compounds. This study was conducted using cyclic voltammetry in an aprotic medium and by preparative electrolysis on a stirred mercury pool. The obtained products were fully characterized by spectroscopic IR, NMR and HRMS methods and by elementary analysis.

One-Pot Synthesis of Strained Macrocyclic Pyridone Hexamers and Their High Selectivity toward Cu2+ Recognition

The removal of Cu2+ ions is relevant to environmental pollution control and neurodegenerative disease treatment. A novel family of strained macrocyclic pyridone hexamers, which exhibit highly selective recognition of Cu2+ ions and re

Synthesis and characterization of nano-cellulose immobilized phenanthroline-copper (I) complex as a recyclable and efficient catalyst for preparation of diaryl ethers, N-aryl amides and N-aryl heterocycles

Functionalized nanocellulose was prepared and employed for immobilization of phenanthroline-copper(I) complex to afford cellulose nanofibril grafted heterogeneous copper catalyst [CNF-phen-Cu(I)]. This nanocatalyst was well characterized using FT-IR, NMR, XRD, CHNS, AAS, TGA, EDX and SEM. The activities of the synthesized catalyst were examined in the synthesis of diaryl ethers via C-O cross-coupling of phenols and aryl iodides, as well as, the preparation of N-aryl amides and N-aryl heterocycles through C-N cross-coupling of amides and N-H heterocycle compounds with aryl halides. In this trend, various substrates containing electron-donating and electron-withdrawing groups were exploited to evaluate the generality of this catalytic protocol. Accordingly, the catalyst demonstrated remarkable catalytic efficiency for both C-N and C-O cross-coupling reactions, thereby resulting in good to excellent yields of the desired products. Furthermore, the recoverability experiments of the catalyst showed that it can be readily retrieved by simple filtration and successfully reused several times with negligible loss of its catalytic activity.

Generation of Oxyphosphonium Ions by Photoredox/Cobaloxime Catalysis for Scalable Amide and Peptide Synthesis in Batch and Continuous-Flow

Phosphine-mediated deoxygenative nucleophilic substitutions, such as the Mitsunobu reaction, are of great importance in organic synthesis. However, the conventional protocols require stoichiometric oxidants to trigger the formation of the oxyphosphonium i

Novel Conjugated s-Tetrazine Derivatives Bearing a 4H-1,2,4-Triazole Scaffold: Synthesis and Luminescent Properties

A series of new symmetrical s-tetrazine derivatives, coupled via a 1,4-phenylene linkage with a 4H-1,2,4-triazole ring, were obtained. The combination of these two rings in an extensively coupled system has significant potential applications, mainly in op

TBAI-catalyzed C–N bond formation through oxidative coupling of benzyl bromides with amines: a new avenue to the synthesis of amides

A new green approach for the synthesis of amide through TBAI-catalyzed oxidative coupling of benzyl bromides with amine was developed in the presence of tert-butyl hydroperoxide (TBHP) as an oxidant. Various electron-donating and withdrawing groups containing benzyl bromides and various amines, were subjected to the reaction and transformed to the corresponding amide in good to excellent yields.

The structures of ring-expanded NHC supported copper(

Three ring-expanded N-heterocyclic carbene-supported copper(i) triphenylstannyls have been synthesised by the reaction of (RE-NHC)CuOtBu with triphenylstannane (RE-NHC = 6-Mes, 6-Dipp, 7-Dipp). The compounds were characterised by NMR spectroscopy and X-ray crystallography. Reaction of (6-Mes)CuSnPh3 with di-p-tolyl carbodiimide, phenyl isocyanate and phenylisothiocyanate gives access to a copper(i) benzamidinate, benzamide and benzothiamide respectively via phenyl transfer from the triphenylstannyl anion with concomitant formation of (Ph2Sn)n. Attempts to exploit this reactivity under a catalytic regime were hindered by rapid copper(i)-catalysed dismutation of Ph3SnH to Ph4Sn, various perphenylated tin oligomers, H2 and a metallic material thought to be Sn(0). Mechanistic insight was provided by reaction monitoring via NMR spectroscopy and mass spectrometry.

The role of silver carbonate as a catalyst in the synthesis of N -phenylbenzamide from benzoic acid and phenyl isocyanate: A mechanistic exploration

The gas-phase extrusion-insertion (ExIn) reactions of a silver complex [(BPS)Ag(O2CC6H5)]2- ([BPS]2- = 4,7-diphenyl-1,10-phenanthroline-disulfonate), generated via electrospray ionisation was investigated by Multistage Mass Spectrometry (MS n ) experiments in a linear ion trap combined with density functional theory (DFT) calculations. Extrusion of carbon dioxide under collision-induced dissociation (CID) generates the organosilver intermediate [(BPS)Ag(C6H5)]2-, which subsequently reacts with phenyl isocyanate via insertion to yield [(BPS)Ag(NPhC(O)C6H5)]2-. Further CID of the product ion resulted in the formation of [(BPS)Ag(C6H5)]2-, [(BPS)Ag]- and C6H5C(O)NPh-. The formation of a coordinated amidate anion is supported by DFT calculations. Heating a mixture of benzoic acid, phenyl isocyanate, silver carbonate (5 mol%) and phenanthroline (20 mol%) in DMSO and heating by microwave irradiation led to the formation N-phenyl-benzamide in an isolated yield of 89%. The yield decreased to 74% without the addition of phenanthroline, while replacing silver carbonate with sodium carbonate gave an isolated yield of 84%, suggesting that the ExIn reaction may not operate in solution. This was confirmed using benzoic acid with a 13C-isotopic-label at the carboxylate carbon as the starting material, which, under microwave heating in the presence of phenyl isocyanate, silver carbonate (5 mol%) and phenanthroline (20 mol%) gave N-phenyl-benzamide with retention of the 13C isotopic label based on GC-MS experiments under electron ionisation (EI) conditions. DFT calculations using a solvent continuum reveal that the barriers associated with the pathway involving direct attack by the non-coordinated benzoate are below the ExIn pathways for the coordinated silver benzoate.

A ligand-free copper-catalyzed strategy to the N-arylation of indazole using aryl bromides

A simple and efficient strategy for the C–N cross-coupling of indazole with a variety of substituted aryl bromides is reported. Under the optimized conditions, a broad scope of N-arylated products were obtained in good to excellent yields (up to 87%) under the ligand-free conditions.