N-(4-Fluorophenyl)anthranilic acid

Base Information

• Chemical Name: N-(4-Fluorophenyl)anthranilic acid
• CAS No.: 54-60-4
• Molecular Formula: C13H10FNO2
• Molecular Weight: 231.226
• Hs Code.: 2922499990
• European Community (EC) Number: 688-429-5
• DSSTox Substance ID: DTXSID20202307
• Nikkaji Number: J2.726.206F
• Wikidata: Q83075576
• Mol file: 54-60-4.mol

Synonyms:N-(4-Fluorophenyl)anthranilic acid;54-60-4;2-(4-Fluoroanilino)benzoic acid;2-[(4-fluorophenyl)amino]benzoic acid;2-((4-Fluorophenyl)amino)benzoic acid;Anthranilic acid, N-(p-fluorophenyl)-;N-(p-Fluorophenyl)anthranilic acid;N-(4-Fluorophenyl)anthranilsaeure [German];Acide N-(4-fluorophenyl)anthranilique [French];N-(4-Fluorophenyl)anthranilsaeure;2-(4-fluorophenylamino)benzoic acid;Acide N-(4-fluorophenyl)anthranilique;Benzoic acid, 2-((4-fluorophenyl)amino);4'-Fluorodiphenylamine-2-carboxylic acid;Oprea1_690090;AJ-333/13050067;SCHEMBL354430;DTXSID20202307;2-(4-Fluoroanilino)benzoic acid #;MFCD01675229;N-(4-fluorophenyl)-anthranilic acid;AKOS001312604;LS-05255;LS-20527;CS-0204504;FT-0676821;EN300-20867;E83289;A830261;Z104484144

Chemical Property of N-(4-Fluorophenyl)anthranilic acid

Chemical Property:

• Vapor Pressure: 2.12E-06mmHg at 25°C
• Melting Point: 199-203 °C(lit.)
• Refractive Index: 1.646
• Boiling Point: 378.4 °C at 760 mmHg
• PKA: 3.68±0.36(Predicted)
• Flash Point: 182.7 °C
• PSA: 49.33000
• Density: 1.342 g/cm³
• LogP: 3.34050
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 231.06955672
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

98%min ^*data from raw suppliers

N-(4-Fluorophenyl)anthranilicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(4-Fluorophenyl)anthranilic acid

There total 7 articles about N-(4-Fluorophenyl)anthranilic 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: 83.0%

2-Iodobenzoic acid (88-67-5) + 4-fluoroaniline (371-40-4) → 4'-fluorodiphenylamine-2-carboxylic acid (54-60-4)

Guidance literature:

With copper(l) iodide; copper; potassium carbonate; In N,N-dimethyl-formamide; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112193

Reference yield: 82.0%

1-(4-Fluorophenyl)-1H-indole-2,3-dione (112934-62-0) → 2-fluoroacridine-9-carboxylic acid (42595-26-6) + 4'-fluorodiphenylamine-2-carboxylic acid (54-60-4)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 70 ℃; Inert atmosphere;

DOI:10.1021/ol202318w

Reference yield: 67.0%

→ 4'-fluorodiphenylamine-2-carboxylic acid (54-60-4)

Guidance literature:

upstream raw materials:

2-Iodobenzoic acid

4-fluoroaniline

pyrographite

ortho-chlorobenzoic acid

Downstream raw materials:

N-(4-Fluorophenyl)isatoic anhydride

Refernces

• 1、 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.
• 2、 Huang, Daowei,Yang, Jixia,Zhang, Qingwei,Wang, Guan,Zhang, Zixue,Zhang, Yue,Li, Jianqi. "Structure-guided design and development of novel N-phenylpyrimidin-2-amine derivatives as potential c-Met inhibitors". . . Retrieved 2021/06/30.