3460-11-5

Basic information

• Product Name: 4-NITROBENZANILIDE
• Synonyms: P-NITROBENZANILIDE;N-(4-NITROBENZOYL)ANILINE;4-Nitro-N-phenylbenzamide;N-Phenyl-4-nitrobenzamide
• CAS NO: 3460-11-5
• Molecular Formula: C13H10N2O3
• Molecular Weight: 242.23
• EINECS: 222-403-2
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 3460-11-5.mol
• Article Data: 147

Chemical Properties

• Boiling Point: 339.4°Cat760mmHg
• Flash Point: 159.1°C
• Appearance: /
• Density: 1.344g/cm³
• Vapor Pressure: 9.19E-05mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 4-NITROBENZANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROBENZANILIDE(3460-11-5)
• EPA Substance Registry System: 4-NITROBENZANILIDE(3460-11-5)

Safety Data

• Hazardous Substances Data: 3460-11-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 3327, 1974 DOI: 10.1021/jo00937a004

InChI:InChI=1/C13H10N2O3/c16-13(14-11-4-2-1-3-5-11)10-6-8-12(9-7-10)15(17)18/h1-9H,(H,14,16)

Upstream product

• 75474-05-4 benzoic-p-nitrobenzoic anhydride 
• 62-53-3 aniline 
• 82251-68-1 p-nitrobenzic benzenesulphonic mixed anhydride 
• 5466-84-2 4-nitrophthalic anhydride 
• 1429-05-6 phenyl 4-nitrobenzoate 
• 13733-21-6 (4-nitro-benzoyl)-carbamic acid ethyl ester 
• 62-23-7 4-nitro-benzoic acid 
• 142-04-1 aniline hydrochloride 
• 122-04-3 4-nitro-benzoyl chloride 
• 3128-43-6 S-phenyl 4-nitrobenzothioate 
• 6631-86-3 S-(p-chlorophenyl) p-nitrothiobenzoate 
• 28122-84-1 4-nitrothiobenzoic acid S-p-tolyl ester 
• 69737-96-8 S-(p-nitrophenyl) p-nitrothiobenzoate 
• 24252-90-2 S-(p-nitrophenyl) p-chlorothiobenzoate 

Downstream Products

• 19348-81-3 4-nitro-N-(4-nitro-phenyl)-N'-phenyl-benzamidine 
• 5866-78-4 (4-Nitro-benzoyl)-phenyl-carbamic acid isopropyl ester 
• 619-73-8 4-nitrobenzyl chloride 
• 10359-18-9 N-(4-nitrobenzyl)aniline 
• 62-53-3 aniline 
• 876893-22-0 N-[(1H-1,2,3-benzotriazol-1-yl)(4-nitrophenyl)methylidene]-N-phenylamine 
• 4389-05-3 4-amino-N-(4-sulfamoylphenyl)benzamide 
• 346719-87-7 N-(4-nitro-benzoyl)-sulfanilic acid acetylamide 
• 920388-98-3 C₁₄H₁₂N₂O₅S 
• 347-81-9 4-nitro-N-(4-fluorophenyl)benzamide 
• 619-80-7 4-nitrobenzamide 
• 1049-08-7 2-(4-nitrophenyl)-4-phenylquinoline 
• 961-61-5 N-methyl-N-phenyl-4-nitrobenzamide 
• 1226-45-5 (4-(dimethylamino)phenyl)(4-nitrophenyl)methanone 

Relevant articles and documents

Amidation of aryl halides catalyzed by silica-supported bidentate phosphine palladium complex

A silica-supported bidentate phosphine palladium complex was prepared from poly-4-oxa-6,7-bis(diphenylphosphino)heptyl siloxane and palladium chloride in acetone. It was an efficient catalyst for the amidation of aryl halides with carbon monoxide and aniline at 1 atm pressure, affording aryl amides.

Cyclic hydroxamic acids as oxygenating agents - Conversion of imines to anilides

Cyclic hydroxamic acid mediated functional group modification of an imine to anilide is reported.

An Environmentally Benign, Catalyst-Free N?C Bond Cleavage/Formation of Primary, Secondary, and Tertiary Unactivated Amides

Herein, we report an operationally simple, cheap, and catalyst-free method for the transamidation of a diverse range of unactivated amides furnishing the desired products in excellent yields. This protocol is environmentally friendly and operates under extremely mild conditions without using any promoter or additives. Significantly, this strategy has been implied in the chemoselective synthesis of a pharmaceutical molecule, paracetamol, on a gram-scale with excellent yield. We anticipate that this universally applicable strategy will be of great interest in drug discovery, biochemistry, and organic synthesis.

Iron-catalyzed oxidative amidation of acylhydrazines with amines

A new approach for amide bond formation via a mild and efficient Iron-catalyzed cross-coupling reaction of acylhydrazines and amines using TBHP as oxidant is described. This protocol is compatible with a wide range of amines and acylhydrazines. In addition, the synthetic application of the reaction is presented.