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

• 118-48-9 isatoic anhydride 
• 864131-95-3 N,N'-diphenylformamidine 
• 62-53-3 aniline 
• 4844-60-4 (Z)-(2-aminophenyl)(phenyl)methanone oxime 
• 2385-27-5 N-phenyl-2-nitrobenzamide 
• 612-25-9 2-Nitrobenzyl alcohol 
• 5344-90-1 2-Aminobenzyl alcohol 
• 28144-70-9 anthranilic acid amide 
• 98-80-6 phenylboronic acid 
• 610-14-0 2-nitrobenzyl chloride 
• 2099-63-0 anthranilic acid hydrochloride 
• 108-86-1 bromobenzene 
• 7664-93-9 sulfuric acid 
• 60-29-7 diethyl ether 

Downstream Products

• 54364-31-7 2-(Acetylamino)-N-phenylbenzamide 
• 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 
• 603-23-6 3-phenyl-2,4-(1H,3H)-quinazolinedione 
• 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 
• 22686-82-4 2,3-diphenyl-3H-quinazolin-4-one 
• 73302-12-2 2-(4-chlorophenyl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one 
• 73302-10-0 2-(4-nitrophenyl)-3-phenyl-2,3-dihydro-1H-quinazolin-4-one 
• 21132-01-4 2,3-diphenyl-2,3-dihydro-1H-quinazolin-4-one 
• 63384-41-8 2-(4-methoxyphenyl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one 
• 38511-64-7 2,3-dihydro-2-isopropyl-3-phenyl-4(1H)-quinazolinone 
• 17761-74-9 2-methyl-3-phenyl-2,3-dihydro-1H-quinazolin-4-one 

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.

Palladium(0)-catalysed regioselective cyclisations of 2-amino(tosyl) benzamides/sulphonamides: The stereoselective synthesis of 3-ylidene-[1,4]benzodiazepin-5-ones/benzo[f][1,2,5]thiadiazepine-1,1-dioxides

The Pd(0) catalysed cyclisation reactions betweentert-butyl propargyl carbonates and 2-aminotosyl benzamides or sulphonamides deliver 1,4-benzodiazepin-5-ones or sultam derivatives, key components of many biologically active compounds. But 2-amino benzamides/sulphonamides require propargyl carbonates substituted at acetylenic carbon to undergo the reaction resulting in the stereoselective formation of the said products.

Quinazolinone-dihydropyrano[3,2-b]pyran hybrids as new α-glucosidase inhibitors: Design, synthesis, enzymatic inhibition, docking study and prediction of pharmacokinetic

A series of new quinazolinone-dihydropyrano[3,2-b]pyran derivatives 10A-L were synthesized by simple chemical reactions and were investigated for inhibitory activities against α-glucosidase and α-amylase. New synthesized compounds showed high α-glucosidase inhibition effects in comparison to the standard drug acarbose and were inactive against α-amylase. Among them, the most potent compound was compound 10L (IC50 value = 40.1 ± 0.6 μM) with inhibitory activity around 18.75-fold more than acarboase (IC50 value = 750.0 ± 12.5 μM). This compound was a competitive inhibitor into α-glucosidase. Our obtained experimental results were confirmed by docking studies. Furthermore, the cytotoxicity of the most potent compounds 10L, 10G, and 10N against normal fibroblast cells and in silico druglikeness, ADME, and toxicity prediction of these compounds were also evaluated.