2-[(2,6-dichlorophenyl)amino]benzoicacid

Base Information

• Chemical Name: 2-[(2,6-dichlorophenyl)amino]benzoicacid
• CAS No.: 13625-57-5
• Molecular Formula: C13H9 Cl2 N O2
• Molecular Weight: 282.126
• Hs Code.: 2922499990
• Mol file: 13625-57-5.mol

Synonyms:Anthranilicacid, N-(2,6-dichlorophenyl)- (8CI); N-(2,6-Dichlorophenyl)anthranilic acid

Chemical Property of 2-[(2,6-dichlorophenyl)amino]benzoicacid

Chemical Property:

• Vapor Pressure: 9.09E-07mmHg at 25°C
• Melting Point: 216-218°C
• Boiling Point: 389.6°Cat760mmHg
• PKA: 3.59±0.36(Predicted)
• Flash Point: 189.4°C
• PSA: 49.33000
• Density: 1.47g/cm³
• LogP: 4.50820
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

Diclofenac Carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Metabolite of Diclofenac.

Technology Process of 2-[(2,6-dichlorophenyl)amino]benzoicacid

There total 11 articles about 2-[(2,6-dichlorophenyl)amino]benzoicacid 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: 10.0%

Diphenyliodonium-2-carboxylate (1488-42-2,109545-72-4) + 2,6-Dichloroaniline (608-31-1) → diclofenac (13625-57-5)

Guidance literature:

With copper diacetate; In isopropyl alcohol; for 6h; Heating;

DOI:10.1021/jm00061a019

Reference yield:

[2-(2,6-dichloroanilino)phenyl]acetic acid (15307-86-5) → C14H9Cl2NO3 + 2,6-dichloro-1,4-benzenediol (20103-10-0) + 3,5-dichloro-4-aminophenol (26271-75-0) + diclofenac (13625-57-5) + N-(2,6-dichlorophenyl)hydroxylamine (32847-25-9) + C13H9Cl2NO2 + C13H9Cl2NO3 + C14H9Cl2NO4 + C14H9Cl2NO4 + C14H9Cl2NO5 + C9H8Cl2O3 + C9H6Cl2O3 + C10H8Cl2O4 + C14H11Cl2NO3 + C14H11Cl2NO5 + C14H11Cl2NO6 + 4'-hydroxydiclofenac (64118-84-9) + 2-(2-((2,6-dichlorophenyl)amino)-5-hydroxyphenyl)acetic acid (69002-84-2) + 4',5-Dihydroxydiclofenac (69002-86-4) + 2-(2,6-dichloro-phenylamino)-5-hydroxy-benzaldehyde

Guidance literature:

With titanium(IV) oxide; UV-irradiation;

DOI:10.1016/j.mencom.2020.03.030

Reference yield:

2,6-Dichloroaniline (608-31-1) + 2-bromobenzoic-acid (88-65-3) → diclofenac (13625-57-5)

Guidance literature:

With copper(I) oxide; copper; sodium carbonate; In 2-ethoxy-ethanol; Reflux;

DOI:10.1039/d1ce01407b

upstream raw materials:

Diphenyliodonium-2-carboxylate

2,6-Dichloroaniline

sodium o-bromobenzoate

sodium ortho-iodobenzoate

Downstream raw materials:

N-(2,6-Dichlorphenyl)-anthranilsaeureamid

2-[(2,6-Dichlorophenyl)amino]benzoic acid, methyl ester

N-(2,6-Dichlorphenyl)-anthranilsaeurenitril

α-chloro-N-(2,6-dichlorophenyl)-o-toluidine

Refernces

• 1、 Babakov, Vladimir N.,Bardin, Alexander A.,Gorbunov, Alexander Yu.,Keltsieva, Olga A.,Krasnov, Konstantin A.,Podolskaya, Ekaterina P.. "TiO2-modified MALDI target for in vitro modeling of the oxidative biotransformation of diclofenac". . p. 220 - 222. Retrieved 2020.
• 2、 Guo, Ju,Li, Tonglei,Li, Yuping,Long, Sihui,Parkin, Sean,Yu, Faquan,Zhang, Mingtao,Zhoujin, Yunping. "Polymorphism and cocrystal salt formation of 2-((2,6-dichlorophenyl)amino)benzoic acid, harvest of a second form of 2-((2,6-dimethylphenyl)amino)benzoic acid, and isomorphism between the two systems". . p. 681 - 690. Retrieved 2022/01/28.