Anthranilic acid, 4-chloro-N-(p-methoxyphenyl)-

Base Information

• Chemical Name: Anthranilic acid, 4-chloro-N-(p-methoxyphenyl)-
• CAS No.: 91-38-3
• Molecular Formula: C14H12 Cl N O3
• Molecular Weight: 277.707
• Hs Code.: 2922509090
• European Community (EC) Number: 202-065-2
• NSC Number: 41150
• UNII: 4RP3BXZ88A
• DSSTox Substance ID: DTXSID10238352
• Nikkaji Number: J182.080J
• Wikidata: Q83120656
• ChEMBL ID: CHEMBL1729838
• Mol file: 91-38-3.mol

Synonyms:91-38-3;4-Chloro-2-((4-methoxyphenyl)amino)benzoic acid;4-chloro-2-(4-methoxyanilino)benzoic acid;Anthranilic acid, 4-chloro-N-(p-methoxyphenyl)-;4-Chloro-N-(p-methoxyphenyl)anthranilic acid;4-Chloro-2-(4-methoxyphenyl)anthranilic acid;EINECS 202-065-2;NSC 41150;5-Chloro-4-methoxydiphenylamine-2-carboxylic acid;BRN 2748016;4RP3BXZ88A;Benzoic acid, 4-chloro-2-((4-methoxyphenyl)amino)-;KUC105914N;KSC-6-284;NSC-41150;3-14-00-00957 (Beilstein Handbook Reference);Benzoic acid, 4-chloro-2-[(4-methoxyphenyl)amino]-;4-CHLORO-2-[(4-METHOXYPHENYL)AMINO]BENZOIC ACID;NSC41150;UNII-4RP3BXZ88A;cid_66674;CHEMBL1729838;SCHEMBL10834344;BDBM62002;DTXSID10238352;KUC105914;4-chloro-2-(p-anisidino)benzoic acid;AKOS015965671;SB81989;4-chlor-2-(4-methoxyphenyl)anthranilsyre;LS-20475;WS-02520;2-(4-Methoxyanilino)-4-chlorobenzoic acid;4-chloro-2-(4-methoxyphenylamino)benzoic acid;D85629;4-Chloro-2-((4-methoxyphenyl)amino)benzoicacid;A843820;4-chloranyl-2-[(4-methoxyphenyl)amino]benzoic acid

Chemical Property of Anthranilic acid, 4-chloro-N-(p-methoxyphenyl)-

Chemical Property:

• Vapor Pressure: 2.76E-08mmHg at 25°C
• Refractive Index: 1.6470 (estimate)
• Boiling Point: 433.6°C at 760 mmHg
• Flash Point: 216°C
• PSA: 58.56000
• Density: 1.361g/cm³
• LogP: 3.86340
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 277.0505709
• Heavy Atom Count: 19
• Complexity: 305

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-2-((4-methoxyphenyl)amino)benzoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC2=C(C=CC(=C2)Cl)C(=O)O

Technology Process of Anthranilic acid, 4-chloro-N-(p-methoxyphenyl)-

There total 6 articles about Anthranilic acid, 4-chloro-N-(p-methoxyphenyl)- 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: 86.0%

2,4 dichlorobenzoic acid (50-84-0) + 4-methoxy-aniline (104-94-9) → 4-chloro-2-(4-methoxyphenylamino)benzoic acid (91-38-3)

Guidance literature:

With copper(I) oxide; copper; potassium carbonate; In 2-ethoxy-ethanol; at 130 ℃; for 24h;

DOI:10.1021/jo0518809

Reference yield: 82.76%

→ 4-chloro-2-(4-methoxyphenylamino)benzoic acid (91-38-3)

Guidance literature:

With copper; potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃;

Reference yield:

methyl 4-chloro-2-(4-methoxyphenyl)aminobenzoate (32082-99-8) → 4-chloro-2-(4-methoxyphenylamino)benzoic acid (91-38-3)

Guidance literature:

With barium dihydroxide; In methanol; at 80 ℃; for 2h;

DOI:10.1055/s-2004-832828

upstream raw materials:

2,4 dichlorobenzoic acid

4-methoxy-aniline

methyl 4-chloro-2-(4-methoxyphenyl)aminobenzoate

methyl 4-chloro-2-(((trifluoromethyl)sulfonyl)oxy)benzoate

Downstream raw materials:

acranil

Refernces

• 1、 Dodean, Rozalia A.,Kancharla, Papireddy,Li, Yuexin,Melendez, Victor,Read, Lisa,Bane, Charles E.,Vesely, Brian,Kreishman-Deitrick, Mara,Black, Chad,Li, Qigui,Sciotti, Richard J.,Olmeda, Raul,Luong, Thu-Lan,Gaona, Heather,Potter, Brittney,Sousa, Jason,Marcsisin, Sean,Caridha, Diana,Xie, Lisa,Vuong, Chau,Zeng, Qiang,Zhang, Jing,Zhang, Ping,Lin, Hsiuling,Butler, Kirk,Roncal, Norma,Gaynor-Ohnstad, Lacy,Leed, Susan E.,Nolan, Christina,Huezo, Stephanie J.,Rasmussen, Stephanie A.,Stephens, Melissa T.,Tan, John C.,Cooper, Roland A.,Smilkstein, Martin J.,Pou, Sovitj,Winter, Rolf W.,Riscoe, Michael K.,Kelly, Jane X.. "Discovery and Structural Optimization of Acridones as Broad-Spectrum Antimalarials". . p. 3475 - 3502. Retrieved 2019/03/29.
• 2、 -. "4-methylaminoacridine-N-phenylbenzamide compound and preparation method and application thereof". Paragraph 0021; 0045. . Retrieved 2019/11/14.