Phenyl anthranilate

Base Information

• Chemical Name: Phenyl anthranilate
• CAS No.: 10268-69-6
• Molecular Formula: C13H11NO2
• Molecular Weight: 213.236
• Hs Code.: 2922439000
• European Community (EC) Number: 233-608-1
• DSSTox Substance ID: DTXSID50145450
• Nikkaji Number: J81.479B
• Wikidata: Q83010007
• Mol file: 10268-69-6.mol

Synonyms:Phenyl anthranilate;Phenyl 2-aminobenzoate;10268-69-6;Benzoic acid, 2-amino-, phenyl ester;phenylanthranilate;2-Aminobenzoic acid phenyl ester;EINECS 233-608-1;AI3-36600;Phenyl o-aminobenzoate;Phenyl 2-aminobenzoate #;SCHEMBL444509;DTXSID50145450;Benzoic acid,2-amino-,phenyl ester;MFCD00060603;AKOS015838924;AS-62677;CS-0440005;FT-0682120;P2400;T71535

Chemical Property of Phenyl anthranilate

Chemical Property:

• Vapor Pressure: 4.64E-06mmHg at 25°C
• Melting Point: 70 °C
• Refractive Index: 1.627
• Boiling Point: 382.7 °C at 760 mmHg
• Flash Point: 220.3 °C
• PSA: 52.32000
• Density: 1.217 g/cm³
• LogP: 3.06920
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

98%,99%, ^*data from raw suppliers

Phenyl Anthranilate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=O)C2=CC=CC=C2N

Technology Process of Phenyl anthranilate

There total 8 articles about Phenyl anthranilate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

isatoic anhydride (118-48-9) + phenol (108-95-2,27073-41-2) → phenyl anthranilate (10268-69-6)

Guidance literature:

dmap; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

DOI:10.1055/s-1982-29772

Reference yield: 95.0%

N-p-tolylsulfonyloxyphthalimide (56530-39-3) + phenol (108-95-2,27073-41-2) → phenyl anthranilate (10268-69-6) + Phenyl-N-phenoxycarbonylanthranilat (33067-24-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.01.074

Reference yield: 93.0%

N-(2-mesitylenesulfonyloxy)phthalimide (124706-40-7) + phenol (108-95-2,27073-41-2) → phenyl anthranilate (10268-69-6) + Phenyl-N-phenoxycarbonylanthranilat (33067-24-2)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.01.074

upstream raw materials:

isatoic anhydride

phenol

phenyl 2-nitrobenzoate

N-p-tolylsulfonyloxyphthalimide

Downstream raw materials:

anthranilic acid

9H-carbazole

2-chloroacetylamino-2'-hydroxybenzophenone

phenol

Refernces

• 1、 Bauerova, Ingrid,Ludwig, Miroslav. "Substituent effects on the base-catalysed hydrolysis of phenyl esters of ortho-substituted benzoic acids". . p. 770 - 784. Retrieved 2001.
• 2、 Koekten, Sule,Celik, Ilhami. "A simple, mild, and practical method for the esterification and thioesterification of anthranilic acid utilizing N -(2-Aminobenzoyl) benzotriazole". . p. 2551 - 2556. Retrieved 2013/09/24.