N-(3-Fluorophenyl)anthranilic acid

Base Information

• Chemical Name: N-(3-Fluorophenyl)anthranilic acid
• CAS No.: 54-59-1
• Molecular Formula: C13H10FNO2
• Molecular Weight: 231.226
• Hs Code.: 2922499990
• European Community (EC) Number: 674-988-2
• DSSTox Substance ID: DTXSID60968819
• Mol file: 54-59-1.mol

Synonyms:N-(3-Fluorophenyl)anthranilic acid;54-59-1;2-[(3-fluorophenyl)amino]benzoic acid;2-((3-Fluorophenyl)amino)benzoic acid;2-(3-fluoroanilino)benzoic acid;2-(3-Fluorophenylamino)benzoic acid;BRN 2733625;Anthranilic acid, N-(m-fluorophenyl)-;Benzoic acid, 2-((3-fluorophenyl)amino)-;N-(3-Fluorophenyl)anthranilsaeure [German];Acide N-(3-flurophenyl)anthranilique [French];N-(3-Fluorophenyl)anthranilsaeure;Acide N-(3-flurophenyl)anthranilique;SCHEMBL11538614;DTXSID60968819;MFCD01675228;AKOS009158171;FS-1666;LS-20525;CS-0206523;D97799;A830256

Chemical Property of N-(3-Fluorophenyl)anthranilic acid

Chemical Property:

• Vapor Pressure: 3.4E-06mmHg at 25°C
• Melting Point: 158 °C
• Boiling Point: 372.1 °C at 760 mmHg
• PKA: 3.66±0.36(Predicted)
• Flash Point: 178.8 °C
• PSA: 49.33000
• Density: 1.342 g/cm³
• LogP: 3.34050
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 231.06955672
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

98%min ^*data from raw suppliers

2-[(3-Fluorophenyl)amino]benzoic acid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(3-Fluorophenyl)anthranilic acid

There total 8 articles about N-(3-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: 96.0%

methyl 2-(3-fluoroanilino)benzoate (741280-99-9) → N-(3-fluorophenyl)anthranilic acid (54-59-1)

Guidance literature:

With sodium hydroxide; In water; acetone; at 20 ℃;

DOI:10.1016/j.tet.2004.05.013

Reference yield:

meta-fluoroaniline (372-19-0) + 2-Iodobenzoic acid (88-67-5) → N-(3-fluorophenyl)anthranilic acid (54-59-1)

Guidance literature:

With water; copper; potassium carbonate;

DOI:10.1039/jr9470000759

Reference yield:

meta-fluoroaniline (372-19-0) + ortho-chlorobenzoic acid (118-91-2) → N-(3-fluorophenyl)anthranilic acid (54-59-1)

Guidance literature:

With potassium carbonate; copper; In pentan-1-ol; Heating;

upstream raw materials:

meta-fluoroaniline

2-Iodobenzoic acid

ortho-chlorobenzoic acid

methyl 2-(3-fluoroanilino)benzoate

Downstream raw materials:

3-fluoro-N-phenyl-aniline

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, Huawen,Deng, Kun,Deng, Guo-Jun. "Redox-neutral decarboxylative photocyclization of anthranilic acids". supporting information. p. 8243 - 8247. Retrieved 2020/12/29.