N-(2-BROMOPHENYL)ANTHRANILIC ACID

Base Information

• Chemical Name: N-(2-BROMOPHENYL)ANTHRANILIC ACID
• CAS No.: 4357-60-2
• Molecular Formula: C13H10BrNO2
• Molecular Weight: 292.132
• Hs Code.: 2922499990
• Mol file: 4357-60-2.mol

Synonyms:2'-Bromodiphenylamine-2-carboxylic acid;2'-Bromdiphenylamin-2-carbonsaeure;

Chemical Property of N-(2-BROMOPHENYL)ANTHRANILIC ACID

Chemical Property:

• PSA: 49.33000
• LogP: 3.96390

Purity/Quality:

95% ^*data from raw suppliers

N-(2-BROMOPHENYL)ANTHRANILIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(2-BROMOPHENYL)ANTHRANILIC ACID

There total 7 articles about N-(2-BROMOPHENYL)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: 92.0%

methyl 2-[(2-bromophenyl)amino]benzoate → 2'-bromodiphenylamine-2-carboxylic acid (4357-60-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 80 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201103438

Reference yield:

2-Iodobenzoic acid (88-67-5) + 2-bromoaniline (615-36-1) → 2'-bromodiphenylamine-2-carboxylic acid (4357-60-2)

Guidance literature:

With copper; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 20h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113564

Reference yield:

2-bromobenzoic acid methyl ester (610-94-6) → 2'-bromodiphenylamine-2-carboxylic acid (4357-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / toluene / 17 h / 110 °C / Inert atmosphere

2: sodium hydroxide / methanol; water / 3 h / 80 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium hydroxide; In methanol; water; toluene;

DOI:10.1002/chem.201103438

upstream raw materials:

2-bromobenzoic acid methyl ester

2-bromoaniline

2-carbomethoxyaniline

1-Bromo-2-iodobenzene

Refernces

• 1、 Fan, Xiaohong,Li, Junfang,Long, Lin,Shi, Tao,Liu, Dan,Tan, Wen,Zhang, Honghua,Wu, Xiaoyan,Lei, Xiaoyong,Wang, Zhen. "Design, synthesis and biological evaluation of N-anthraniloyl tryptamine derivatives as pleiotropic molecules for the therapy of malignant glioma". . . Retrieved 2021/06/09.
• 2、 Shen, Zengming,Ni, Zhenjie,Mo, Song,Wang, Jing,Zhu, Yamin. "Palladium-catalyzed intramolecular decarboxylative coupling of arene carboxylic acids/esters with aryl bromides". supporting information; experimental part. p. 4859 - 4865. Retrieved 2012/06/04.