7461-34-9

Basic information

• Product Name: N-benzyl-4-chlorobenzamide
• Synonyms: N-benzyl-4-chlorobenzamide;4-Chloro-N-benzylbenzamide
• CAS NO: 7461-34-9
• Molecular Formula: C₁₄H₁₂ClNO
• Molecular Weight: 245.70418
• Mol File: 7461-34-9.mol
• Article Data: 89

Chemical Properties

• Boiling Point: 431.7°Cat760mmHg
• Flash Point: 214.9°C
• Appearance: /
• Density: 1.213g/cm³
• Vapor Pressure: 1.17E-07mmHg at 25°C
• Refractive Index: 1.6
• Water Solubility: Soluble in water.
• CAS DataBase Reference: N-benzyl-4-chlorobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-4-chlorobenzamide(7461-34-9)
• EPA Substance Registry System: N-benzyl-4-chlorobenzamide(7461-34-9)

Safety Data

• Hazardous Substances Data: 7461-34-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 44, p. 2945, 1979 DOI: 10.1021/jo01330a028

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

Upstream product

• 21368-28-5 4-chlorobenzoyl azide 
• 110-82-7 cyclohexane 
• 100-46-9 benzylamine 
• 74-11-3 para-chlorobenzoic acid 
• 122-01-0 4-chloro-benzoyl chloride 
• 52670-38-9 2-ethynylaniline 
• 637-87-6 1-Chloro-4-iodobenzene 
• 201230-82-2 carbon monoxide 
• 623-03-0 4-Cyanochlorobenzene 
• 100-51-6 benzyl alcohol 
• 104-88-1 4-chlorobenzaldehyde 
• 619-56-7 4-chlorobenzamide 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 122399-77-3 3-<4-(4-chlorobenzoyl)aminomethylbenzoyl>acrylic acid 
• 100-52-7 benzaldehyde 
• 619-56-7 4-chlorobenzamide 
• 1609460-27-6 N-benzyl-4-chloro-N′-phenylbenzimidamide 
• 1229610-04-1 2-(4-chloro-phenyl)-4-phenyl-quinazoline 
• 23982-86-7 1-benzyl-2-(4-chlorophenyl)-1H-benzo[d]imidazole 
• 126571-88-8 N-(4-chlorosulfonylphenylmethyl)-4-chlorobenzamide 
• 39887-65-5 N-Cyclohexylmethyl-4-chlorbenzimidylchlorid 
• 58010-69-8 N-(4-chlorobenzoyl)benzamide 
• 88229-32-7 N-benzhydryl-4-chlorobenzamide 
• 1612225-94-1 N-(tert-butylperoxy(phenyl)methyl)-4-chlorobenzamide 
• 1608479-11-3 4-chloro-N-(phenylmethyl)benzenecarboselenoamide 
• 1608479-07-7 N,N-dimethyl-2-(4-chlorophenyl)-4-phenyl-5-selenazolamine 

Relevant articles and documents

Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters

A cheap, facile and metal-free photochemical protocol for the activation of aromatic aldehydes has been developed. Utilizing thioxanthen-9-one as the photocatalyst and cheap household lamps as the light source, a variety of aromatic aldehydes have been activated and subsequently converted in a one-pot reaction into amides, hydroxamic acids and esters in good to high yields. The applicability of this method was highlighted in the synthesis of Moclobemide, a drug against depression and social anxiety. Extended and detailed mechanistic studies have been conducted, in order to determine a plausible mechanism for the reaction.

Copper and N-Heterocyclic Carbene-Catalyzed Oxidative Amidation of Aldehydes with Amines

A one-pot two-step oxidative process has been developed for the tert-butyl hydroperoxide mediated transformation of aldehydes and amines into amides catalyzed by copper(I) iodide and an N-heterocyclic carbene. The process is additive-free and does not require the amine to be transformed into its hydrochloride salts. The method is simple and practicable, has a broad substrate scope, and uses economical, feasible, and abundant reagents.

Synthesis of amides and esters containing furan rings under microwave-assisted conditions

In this work, we present a novel method for the synthesis of ester and amide derivatives containing furan rings (furfural derivatives) under mild synthetic conditions supported by microwave radiation. N-(Furan-2-ylmethyl)furan-2-carboxamide and furan-2-ylmethyl furan-2-carboxylate were produced using 2-furoic acid, furfurylamine, and furfuryl alcohol. The reactions were carried out in a microwave reactor in the presence of effective coupling reagents: DMT/NMM/TsO? or EDC. The reaction time, the solvent, and the amounts of the substrates were optimized. After crystallization or flash chromatography, the final compounds were isolated with good or very good yields. Our method allows for the synthesis of N-blocked amides using N-blocked amino acids (Boc, Cbz, Fmoc) and amine. As well as compounds with a monoamide and ester moiety, products with diamides and diester bonds (N,N-bis(furan-2-ylmethyl) furan-2,5-dicarboxamide, bis(furan-2-ylmethyl) furan-2,5dicarboxylate, and furan-3,4-diylbis(methylene) bis(furan-2-carboxylate)) were synthesized with moderate yields in the presence of DMT/NMM/TsO– or EDC, using 2,5-furan-dicarboxylic acid and 3,4-bis(hydroxymethyl)furan as substrates.