2585-26-4

Basic information

• Product Name: N-benzyl-4-nitrobenzamide
• Synonyms: N-benzyl-4-nitrobenzamide;4-Nitro-N-benzylbenzamide
• CAS NO: 2585-26-4
• Molecular Formula: C₁₄H₁₂N₂O₃
• Molecular Weight: 256.25668
• Mol File: 2585-26-4.mol
• Article Data: 115

Chemical Properties

• Melting Point: 140-143 °C
• Boiling Point: 488.9°Cat760mmHg
• Flash Point: 249.5°C
• Appearance: /
• Density: 1.266g/cm³
• Vapor Pressure: 1.05E-09mmHg at 25°C
• Refractive Index: 1.618
• PKA: 13.50±0.46(Predicted)
• CAS DataBase Reference: N-benzyl-4-nitrobenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-4-nitrobenzamide(2585-26-4)
• EPA Substance Registry System: N-benzyl-4-nitrobenzamide(2585-26-4)

Safety Data

• Hazardous Substances Data: 2585-26-4(Hazardous Substances Data)

Usage

General Description

N-benzyl-4-nitrobenzamide is a chemical compound with the molecular formula C14H11N3O3. It is composed of a benzene ring with a nitro group and an amide functional group, both of which are attached to a benzyl group. N-benzyl-4-nitrobenzamide is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drugs and pharmaceuticals. It also has applications in organic synthesis and as a reagent in chemical research. Additionally, N-benzyl-4-nitrobenzamide has been studied for its potential biological activities, including its antimicrobial and antifungal properties. Overall, this compound is important in the field of chemistry and has various practical uses in the pharmaceutical and scientific sectors.

InChI:InChI=1/C14H12N2O3/c17-14(15-10-11-4-2-1-3-5-11)12-6-8-13(9-7-12)16(18)19/h1-9H,10H2,(H,15,17)

Upstream product

• 854846-60-9 2-methyl-3-(4-nitrobenzoyl)-4H-chromen-4-one 
• 100-46-9 benzylamine 
• 122-04-3 4-nitro-benzoyl chloride 
• 110-82-7 cyclohexane 
• 2733-41-7 4-nitrobenzoyl azide 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 99-77-4 ethyl 4-nitrobenzoate 
• 80478-52-0 N-benzyl-8-S-(p-nitrobenzoyl)dihydrolipoamide 
• 58547-64-1 (4-Nitro-benzoylsulfanyl)-acetic acid 
• 79479-26-8 guanidinium 2-(4-nitrobenzoylthio)ethanesulfonate 
• 83539-70-2 N-p-nitrobenzoyl-2-phenyliminooxazolidine 
• 62-23-7 4-nitro-benzoic acid 
• 25105-62-8 2-benzyl-3-(4-nitro-phenyl)-oxaziridine 
• 1037-31-6 4-nitrophenyl 4-nitrobenzoate 

Downstream Products

• 50903-08-7 N-benzyl-4-nitrothiobenzamide 
• 92164-89-1 4-Nitro-benzoesaeure-<4-nitro-benzylamid> 
• 54977-92-3 4-amino-N-(benzyl)benzamide 
• 80318-54-3 N-(4'-nitrobenzoyl)-4-hydroxybenzylamine 
• 80311-93-9 N-(Hydroxybenzyl)-4-nitrobenzamide 
• 62-23-7 4-nitro-benzoic acid 
• 3712-57-0 N-(benzyl)-4-nitrobenzimidoyl chloride 
• 876893-51-5 N-[(1H-1,2,3-benzotriazol-1-yl)(4-nitrophenyl)methylidene]-N-benzylamine 
• 100-52-7 benzaldehyde 
• 619-80-7 4-nitrobenzamide 
• 14429-16-4 benzyl(4-nitrobenzyl)amine 
• 126178-30-1 N-(4-nitrobenzylidene)-1-phenylmethanamine 
• 272786-89-7 diethyl (4-nitrophenyl)-N-(benzyl)aminomethylphosphonate 
• 3712-57-0 N-benzyl-4-nitrobenzimidoyl chloride 

Relevant articles and documents

Acyl Transfer from S-Monoacyldihydrolipoamide to Benzylamine in the Presence of Oxidizing Agents

Acyl transfer reaction from N-benzyl-8-S-(p-nitrobenzoyl)dihydrolipoamide to benzylamine was enhanced with oxidizing agents such as cobalt(II) ion or a soluble flavin under an oxygen atmosphere or with di-4-pyridyl disulfide, accompanied by the formation

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.

Ammonia-borane as a Catalyst for the Direct Amidation of Carboxylic Acids

Ammonia-borane serves as an efficient substoichiometric (10%) precatalyst for the direct amidation of both aromatic and aliphatic carboxylic acids. In situ generation of amine-boranes precedes the amidation and, unlike the amidation with stoichiometric amine-boranes, this process is facile with 1 equiv of the acid. This methodology has high functional group tolerance and chromatography-free purification but is not amenable for esterification. The latter feature has been exploited to prepare hydroxyl- and thiol-containing amides.