7506-50-5

Usage

Uses

Used in Pharmaceutical Industry:
N-Benzyl-2-chlorobenzamide, 97% is used as an active pharmaceutical ingredient for the development and production of various pharmaceutical drugs. Its unique chemical structure allows it to be a key component in the formulation of medications targeting specific health conditions.
Used in Organic Synthesis:
In the field of organic synthesis, N-Benzyl-2-chlorobenzamide, 97% is used as a key intermediate for the synthesis of other organic compounds. Its versatile chemical properties make it a valuable building block in creating a wide range of organic molecules for various applications.
Used in Research and Development:
N-Benzyl-2-chlorobenzamide, 97% is also utilized in research and development settings to study its chemical properties and potential applications. Scientists and researchers use N-Benzyl-2-chlorobenzaMide, 97% to explore new methods of synthesis, investigate its reactivity with other compounds, and understand its role in the development of new pharmaceuticals and organic materials.

InChI:InChI=1/C14H12ClNO/c15-13-9-5-4-8-12(13)14(17)16-10-11-6-2-1-3-7-11/h1-9H,10H2,(H,16,17)

Upstream product

• 100-46-9 benzylamine 
• 118-91-2 ortho-chlorobenzoic acid 
• 609-65-4 o-chlorobenzoyl chloride 
• 873-32-5 2-Chlorobenzonitrile 
• 100253-83-6 N-benzyl-N-nitrosopivalamide 
• 100-52-7 benzaldehyde 
• 609-66-5 2-chlorobenzamide 
• 95-49-8 2-methylchlorobenzene 
• 29237-95-4 chloro-benzyl amine 
• 622-79-7 benzyl azide 
• 100-39-0 benzyl bromide 
• 610-96-8 methyl chlorobenzoate 

Downstream Products

• 59168-21-7 2-benzyl-1-(2H)-isoquinoline ketone 
• 87861-97-0 5-(benzyl)phenanthridin-6(5H)-one 
• 2514-36-5 2-benzylbenzo[d]isothiazol-3(2H)-one 
• 95415-57-9 N-benzyl-o-chlorothiobenzamide 
• 190067-71-1 N-(2-chlorobenzylidene)-1-phenylmethanamine 
• 19793-95-4 2-benzyl-3-benzylidene-isoindol-1-one 
• 60940-33-2 2-benzylbenzo[d][1,2]selenazol-3(2H)-one 
• 20919-36-2 N-benzylsalicylamide 
• 200411-12-7 N-benzyl-N-(2-chlorobenzoyl)aminomethyl phenyl sulfone 
• 200411-14-9 3-Benzenesulfonyl-2-benzyl-2,3-dihydro-isoindol-1-one 
• 100-52-7 benzaldehyde 
• 609-66-5 2-chlorobenzamide 

Relevant academic research and scientific papers

Amide Bond Formation via the Rearrangement of Nitrile Imines Derived from N-2-Nitrophenyl Hydrazonyl Bromides

We report how the rearrangement of highly reactive nitrile imines derived from N-2-nitrophenyl hydrazonyl bromides can be harnessed for the facile construction of amide bonds. This amidation reaction was found to be widely applicable to the synthesis of primary, secondary, and tertiary amides and was used as the key step in the synthesis of the lipid-lowering agent bezafibrate. The orthogonality and functional group tolerance of this approach was exemplified by the N-acylation of unprotected amino acids.

Synthesis of Benzoisoselenazolones via Rh(III)-Catalyzed Direct Annulative Selenation by Using Elemental Selenium

Isoselenazolone derivatives have attracted significant research interest because of their potent therapeutic activities and indispensable applications in organic synthesis. Efficient construction of functionalized isoselenazolone scaffolds is still challenging, and thus new synthetic approaches with improved operational simplicity have been of particular interest. In this manuscript, we introduce a rhodium-catalyzed direct selenium annulation by using stable and tractable elemental selenium. A series of benzamides as well as acrylamides were successfully coupled with selenium under mild reaction conditions, and the obtained isoselenazolones could be pivotal synthetic precursors for several organoselenium compounds. Based on the designed control experiments and X-ray absorption spectroscopy measurements, we propose an unprecedented selenation mechanism involving a highly electrophilic Se(IV) species as the reactive selenium donor. The reaction mechanism was further verified by a computational study.

Reductive N-alkylation of primary amides using nickel-nanoparticles

Here we report Ni-nanoparticles as reusable catalysts for reductive N-alkylation of amides. These Ni-nanoparticles based catalysts have been prepared by the template synthesis of tartaric acid and 2-methyl imidazole ligated Ni-complex on SiO2 and subsequent pyrolysis under argon. Applying optimal Ni-nanostructured catalyst, N-alkylation of aromatic and heterocyclic primary amides with different aldehydes in presence of molecular hydrogen was performed to access structurally diverse N-alkylated amides in good to excellent yields. In addition, the applicability of this N-alkylation protocol has been demonstrated for the selective functionalization of primary amide group in Levetiracetam drug.

Repurposing n-butyl stannoic acid as highly efficient catalyst for direct amidation of carboxylic acids with amines

This is the first-time report on the repurposing n-butyl stannoic acid as a catalyst for direct amidation of carboxylic acids with amines. Notably, efficient amidation observed in comparison with all other catalytic methods reported up until now. The protocol has successfully applied to the synthesis of a variety of amides. Moderate reaction parameters, clean amidation with excellent yields of desired amides, ability to tolerate a variety of functional groups, easy product isolation; commercial availability and recyclability of the catalyst are key advantages of the current protocol.

Diboron-Catalyzed Dehydrative Amidation of Aromatic Carboxylic Acids with Amines

Tetrakis(dimethylamido)diboron and tetrahydroxydiboron are herein reported as new catalysts for the synthesis of aryl amides by catalytic condensation of aromatic carboxylic acids with amines. The developed protocol is both simple and highly efficient over a broad range of substrates. This method thus represents an attractive approach for the use of diboron catalysts in the synthesis of amides without having to resort to stoichiometric or additional dehydrating agents.

Ligandless Nickel-Catalyzed Ortho-Selective Directed Trifluoromethylthiolation of Aryl Chlorides and Bromides Using AgSCF3

A mild protocol for Ni-catalyzed trifluoromethylthiolation of aryl chlorides and bromides is described herein. The method utilizes AgSCF3 as an easily accessible nucleophilic trifluoromethylthiolating reagent and does not require any ligands or additives. Ortho-selectivity is achieved using a variety of directing groups such as imines, pyridines, and oxazolines for 24 examples in up to 95% yield.

Practical Synthesis of Phenanthridinones by Palladium-Catalyzed One-Pot C-C and C-N Coupling Reaction: Extending the Substrate Scope to o-Chlorobenzamides

A highly efficient construction of phenanthridinone derivatives from o-halobenzamides was developed by using a phosphine-free palladium catalyst in N,N-dimethylacetamide. The domino reaction proceeds through a sequential C-C and C-N bond-formation process in one pot. This protocol exhibits broad substrate scope and affords a series of phenanthridinones in up to 93 % yield. Importantly, the protocol could also be applied for the less reactive o-chlorobenzamides. The approach constitutes the first example of the synthesis of phenanthridinones from this kind of substrate. Moreover, the success of a gram-scale reaction demonstrated that this operationally simple process is scalable.

Transamidation of carboxamides with amines over nanosized zeolite beta under solvent-free conditions

A highly efficient approach to transamidation of carboxamides with amines over nanosized zeolite beta under solvent-free conditions has been successfully demonstrated. Transamidation of a variety of amides with amines produced the respective N-alkyl amides in moderate to excellent yields.

A One-Pot, fast, and efficient amidation of carboxylic acids, α-amino acids and sulfonic acids using pph3/n-chlorobenzotriazole system

Triphenylphosphine (PPh3)/N-chlorobenzotriazole (NCBT), and amine (primary and secondary aliphatic amines and also substituted anilines) in CH2Cl2 efficiently converted carboxylic acids, α-amino acids, and sulfonic acids to the corresponding amides and sulfonamides at room temperature. Good to excellent yields, inexpensive, and fast reaction conditions are the important features of this procedure.

Ce(III) immobilised on aminated epichlorohydrin-activated agarose matrix - "green" and efficient catalyst for transamidation of carboxamides

The present study reports the preparation and characterisation of Ce(III) immobilised on an aminated epichlorohydrin-activated agarose matrix (CAEA) as a "green" catalyst. The catalyst was synthesised by the reaction of the epichlorohydrin-activated agarose matrix with ammonia solution, which was then treated with Ce(NO3)3 · 6H2O. The catalyst (CAEA) was characterised by FT-IR, far IR, CHN, XRD, TGA, and ICP techniques. CAEA is shown to be an effective and reusable heterogeneous catalyst for the transamidation of carboxamides with amines under solventfree conditions. The catalyst was successfully applied to the synthesis of a wide range of aromatic and aliphatic amides. High efficiency, mild reaction conditions, easy work-up, simple separation and also reusability are important advantages of this catalyst.