2-((4-Methoxyphenyl)amino)benzoic acid

Base Information

• Chemical Name: 2-((4-Methoxyphenyl)amino)benzoic acid
• CAS No.: 13501-67-2
• Molecular Formula: C14H13NO3
• Molecular Weight: 243.262
• Hs Code.: 2922509090
• European Community (EC) Number: 838-976-2
• DSSTox Substance ID: DTXSID40159203
• Nikkaji Number: J55.256I
• Wikidata: Q83027524
• Pharos Ligand ID: WYUZDSV3F4VS
• ChEMBL ID: CHEMBL1596993
• Mol file: 13501-67-2.mol

Synonyms:13501-67-2;2-((4-Methoxyphenyl)amino)benzoic acid;2-[(4-methoxyphenyl)amino]benzoic acid;2-(4-Methoxyanilino)benzoic acid;N-p-Anisylanthranilic acid;Anthranilic acid, N-p-anisyl-;N-(4-Metenyl)anthranilic acid;Anthranilic acid, N-(4-methoxyphenyl)-;N-(4-Methoxyphenyl)anthranilic acid;BRN 0654162;2-(4-Methoxyphenylamino)Benzoic Acid;MLS000775662;SMR000370544;2-(4-METHOXY-PHENYLAMINO)-BENZOIC ACID;3-14-00-00911 (Beilstein Handbook Reference);Benzoic acid,2-[(4-methoxyphenyl)amino]-;Cambridge id 5482951;2-(p-anisidino)benzoic acid;Oprea1_042911;SCHEMBL355486;cid_202918;CHEMBL1596993;BDBM69369;DTXSID40159203;HMS2663N15;2-(4-Methoxyanilino)benzoic acid #;MFCD00477471;N-(p-methoxyphenyl) anthranilic acid;AKOS001047469;2-((4-Methoxyphenyl)amino)benzoicacid;SB81181;NCGC00246065-01;2-[(4-Methoxyphenyl)amino]-benzoic acid;AS-76218;LS-20542;4'-Methoxy-diphenylamine-2-carboxylic acid;Benzoic acid, 2-[(4-methoxyphenyl)amino]-;CS-0302854;FT-0753846;UNM000011032801;2-(4-METHOXY-PHENYLAMINO)-BENZOICACID;2-(4-METHOXY-PHENYLAMINO)BENZOIC ACID;EN300-40218;D95764;AB00086706-01;SR-01000393543;J-006631;SR-01000393543-1;Z56903876;5482-95-1

Chemical Property of 2-((4-Methoxyphenyl)amino)benzoic acid

Chemical Property:

• Vapor Pressure: 1.03E-07mmHg at 25°C
• Melting Point: 207℃
• Refractive Index: 1.64
• Boiling Point: 417.4 °C at 760 mmHg
• Flash Point: 206.2 °C
• PSA: 58.56000
• Density: 1.266 g/cm³
• LogP: 3.21000
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 243.08954328
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

2-[(4-methoxyphenyl)amino]benzoicacid ^*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=CC=CC=C2C(=O)O

Technology Process of 2-((4-Methoxyphenyl)amino)benzoic acid

There total 14 articles about 2-((4-Methoxyphenyl)amino)benzoic acid 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: 96.0%

4-methoxy-aniline (104-94-9) + 2-bromobenzoic-acid (88-65-3) → N-(p-methoxyphenyl)anthranilic acid (13501-67-2)

Guidance literature:

With copper; In ethanol; at 110 ℃; for 4h;

DOI:10.3987/com-01-9408

Reference yield: 94.0%

2-Iodobenzoic acid (88-67-5) + 4-methoxy-aniline (104-94-9) → N-(p-methoxyphenyl)anthranilic acid (13501-67-2)

Guidance literature:

With potassium carbonate; CuPy₂Cl₂; at 75 ℃; for 0.333333h; microwave irradiation;

DOI:10.3184/030823407X255597

Reference yield: 94.0%

→ N-(p-methoxyphenyl)anthranilic acid (13501-67-2)

Guidance literature:

upstream raw materials:

4-methoxy-aniline

ortho-chlorobenzoic acid

2-bromobenzoic-acid

1-bromo-4-methoxy-benzene

Downstream raw materials:

N-(4-methoxyphenyl)anthranilic acid methyl ester

2-hydroxy-9-acridanone

2-methoxy-9(10H)-acridinone

9-chloro-2-methoxyacridine

Refernces

• 1、 Scarpellini-Charras, Karine,Boyer, Gerard,Filloux, Nathalie,Galy, Jean-Pierre. "Oxidative coupling of acridinones: Synthesis of new C2-symmetry atropisomers". . p. 67 - 70. Retrieved 2008.
• 2、 Krishnegowda, Gowdahalli,Thimmaiah, Padma,Hegde, Ravi,Dass, Chhabil,Houghton, Peter J.,Thimmaiah, Kuntebommanahalli N.. "Synthesis and chemical characterization of 2-methoxy-N10-substituted acridones needed to reverse vinblastine resistance in multidrug resistant (MDR) cancer cells". . p. 2367 - 2380. Retrieved 2002.
• 3、 Hao, Xiangyong,Deng, Jiedan,Zhang, Honghua,Liang, Ziyi,Lei, Fang,Wang, Yuqing,Yang, Xiaoyan,Wang, Zhen. "Design, synthesis and bioactivity evaluation of novel N-phenyl-substituted evodiamine derivatives as potent anti-tumor agents". . . Retrieved 2022/01/10.
• 4、 -. "Acridone derivative containing amino sugar structure, and preparation method and application thereof (by machine translation)". Paragraph 0035-0040. . Retrieved 2020/01/12.