4424-17-3

Basic information

• Product Name: 2'-AMINOBENZANILIDE
• Synonyms: 2'-AMINOBENZANILIDE;2-AMINO-N-PHENYL-BENZAMIDE;O-AMINOBENZANILIDE;2-amino-benzanilid;2-amino-n-phenyl-benzamid;anthranilanilide;n-(2-aminobenzoyl)aniline;2-Amino-N-phenylbenzamide~Phenylanthranilamide
• CAS NO: 4424-17-3
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.25
• EINECS: 224-599-5
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
• Mol File: 4424-17-3.mol
• Article Data: 107

Chemical Properties

• Melting Point: 133-134°C
• Boiling Point: 352.09°C (rough estimate)
• Flash Point: 141 °C
• Appearance: /
• Density: 1.1128 (rough estimate)
• Vapor Pressure: 0.00175mmHg at 25°C
• Refractive Index: 1.6920 (estimate)
• PKA: 13.24±0.70(Predicted)
• BRN: 782786
• CAS DataBase Reference: 2'-AMINOBENZANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-AMINOBENZANILIDE(4424-17-3)
• EPA Substance Registry System: 2'-AMINOBENZANILIDE(4424-17-3)

Safety Data

• Safety Statements: 22-24/25
• RTECS: CV2325000
• HazardClass: IRRITANT
• Hazardous Substances Data: 4424-17-3(Hazardous Substances Data)

Usage

General Description

2'-Aminobenzanilide is an organic compound with the chemical formula C13H12N2O. It is a derivative of aniline and is used primarily as an intermediate for the synthesis of various pharmaceuticals and dyes. 2'-Aminobenzanilide possesses both amine and amide functional groups, making it a versatile building block for the production of more complex organic molecules. It is a white to off-white crystalline solid, and its structure and properties make it suitable for a range of applications in the pharmaceutical and dye industries. Additionally, it has been studied for its potential use as a corrosion inhibitor in some industrial processes.

InChI:InChI=1/C13H12N2O/c14-11-8-4-5-9-12(11)15-13(16)10-6-2-1-3-7-10/h1-9H,14H2,(H,15,16)

Upstream product

• 60-29-7 diethyl ether 
• 10026-13-8 phosphorus pentachloride 
• 4844-60-4 (Z)-(2-aminophenyl)(phenyl)methanone oxime 
• 7664-93-9 sulfuric acid 
• 108-86-1 bromobenzene 
• 28144-70-9 anthranilic acid amide 
• 123767-94-2 anthraniloyl chloride ; hydrochloride 
• 62-53-3 aniline 
• 67-56-1 methanol 
• 2385-27-5 N-phenyl-2-nitrobenzamide 
• 118-48-9 isatoic anhydride 
• 91-56-5 indole-2,3-dione 
• 118-92-3 anthranilic acid 
• 21563-73-5 2-aminobenzoyl chloride 

Downstream Products

• 54364-31-7 2-(Acetylamino)-N-phenylbenzamide 
• 18543-23-2 2-[2-(benzoylamino)benzoylamino]benzene 
• 16347-60-7 3-phenyl-4(3H)-quinazolinone 
• 2401-00-5 3-phenyl-2,3-dihydro-4(1H)-quinazolinone 
• 858277-36-8 1-hydroxymethyl-3-phenyl-2,3-dihydro-1H-quinazolin-4-one 
• 143424-08-2 (E)-2-(benzylideneamino)-N-phenylbenzamide 
• 143424-09-3 2-{[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-amino}-N-phenyl-benzamide 
• 90233-78-6 C₁₅H₁₇N₃O₃S 
• 133040-57-0 2-[2-(3-indolyl)ethyl]-3-phenyl-4-(3H)quinazolinone 
• 94565-42-1 3-Phenyl-2-((E)-styryl)-2,3-dihydro-1H-quinazolin-4-one 
• 603-23-6 3-phenyl-2,4-(1H,3H)-quinazolinedione 
• 184226-61-7 2-Amino-N-pent-4-ynyl-N-phenyl-benzamide 
• 184226-62-8 2-Amino-N-hex-5-ynyl-N-phenyl-benzamide 
• 2385-23-1 2-Methyl-3-phenyl-4(3H)-quinazolinone 

Relevant articles and documents

UV-Light-Induced Dehydrogenative N -Acylation of Amines with 2-Nitrobenzaldehydes to Give 2-Aminobenzamides

A simple, mild, green, and efficient method for the synthesis of 2-aminobenzamides is highly desirable. Herein, we report the development of an efficient, one-pot strategy starting from 2-aminobenzaldehydes and amines with acetic acid in ethyl acetate/acetone using irradiation with UV light for the synthesis of 2-aminobenzamides in high yields; 32 examples proceeded successfully by this photo-induced protocol in up to 92% yield. The reaction was also readily achieved on a gram scale. The utility of the 2-aminobenzamide building block in organic synthesis was shown by their use in the preparation of quinazolinone derivatives. The method was applied to amino acid derivatives as the amine component, which smoothly gave N-(2-aminobenzoyl)acetate derivatives at room temperature. Finally, a plausible mechanism is proposed.

One-pot synthesis ofN-substituted benzannulated triazolesviastable arene diazonium salts

A mild and effective one-pot synthesis of 1,2,3-benzotriazin-4(3H)-ones and benzothiatriazine-1,1(2H)-dioxide analogues has been developed. The method involves the diazotisation and subsequent cyclisation of 2-aminobenzamides and 2-aminobenzenesulfonamidesviastable diazonium salts, prepared using a polymer-supported nitrite reagent andp-tosic acid. The transformation was compatible with a wide range of aryl functional groups and amide/sulfonamide-substituents and was used for the synthesis of pharmaceutically important targets. The synthetic utility of the one-pot diazotisaton-cyclisation process was further demonstrated with the preparation of an α-amino acid containing 1,2,3-benzotriazin-4(3H)-one.

Efficient synthesis of 6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione derivatives catalyzed by functionalized nanoporous silica

An efficient and facile method has been developed for the synthesis of various 6,6a-dihydroisoindolo[2,1-a]quinazoline-5,11-dione derivatives, via a three-component reaction of 2-amino-N-(R)-benzamide derivatives with 2-formylbenzoic acid using sulfonic acid functionalized nanoporous silica as an efficient catalyst in ethanol under reflux. High yield of the desired products, reusability of the catalyst, and effortless workup step without using chromatography are the advantages of this method. Graphic abstract: [Figure not available: see fulltext.]