2-(2-Chloroanilino)benzoic acid

Base Information

• Chemical Name: 2-(2-Chloroanilino)benzoic acid
• CAS No.: 10166-39-9
• Molecular Formula: C13H10 Cl N O2
• Molecular Weight: 247.681
• ChEMBL ID: CHEMBL23878
• DSSTox Substance ID: DTXSID30504021
• Nikkaji Number: J469.245D
• Mol file: 10166-39-9.mol

Synonyms:10166-39-9;N-(2-CHLOROPHENYL)ANTHRANILIC ACID;2-(2-chloroanilino)benzoic acid;2-[(2-chlorophenyl)amino]benzoic acid;Benzoic acid, 2-[(2-chlorophenyl)amino]-;2-((2-Chlorophenyl)amino)benzoic acid;2-(2-Chlorophenylamino)benzoic acid;CHEMBL23878;SCHEMBL4249088;DTXSID30504021;AKOS003665647;2-[(2-chlorophenyl)amino]-benzoic acid;LS-12683

Chemical Property of 2-(2-Chloroanilino)benzoic acid

Chemical Property:

• PSA: 49.33000
• LogP: 3.85480
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 247.0400063
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-[(2-CHLOROPHENYL)AMINO]BENZOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)NC2=CC=CC=C2Cl

Technology Process of 2-(2-Chloroanilino)benzoic acid

There total 9 articles about 2-(2-Chloroanilino)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: 81.0%

2-Iodobenzoic acid (88-67-5) + o-chloroaniline (95-51-2) → 2-(2-chlorophenylamino)benzoic acid (10166-39-9)

Guidance literature:

With sodium acetate; copper (I) acetate; In water; for 2h; Heating;

Reference yield: 75.0%

o-chloroaniline (95-51-2) + ortho-chlorobenzoic acid (118-91-2) → 2-(2-chlorophenylamino)benzoic acid (10166-39-9)

Guidance literature:

With copper(l) iodide; copper; potassium carbonate; In N,N-dimethyl-formamide; for 0.333333h; Heating; ultrasonic irradiation;

Reference yield: 75.0%

o-chloroaniline (95-51-2) + o-fluoro-benzoic acid (445-29-4) → 2-(2-chlorophenylamino)benzoic acid (10166-39-9)

Guidance literature:

o-chloroaniline; o-fluoro-benzoic acid; With lithium amide; for 22h; Inert atmosphere;

With hydrogenchloride; In water; Inert atmosphere;

DOI:10.1021/op0501242

upstream raw materials:

potassium 2-chlorobenzoate

o-chloroaniline

potassium o-bromobenzoate

ortho-chlorobenzoic acid

Downstream raw materials:

2-(2-Chloro-phenylamino)-benzoic acid 2-[(E)-2,4-dioxo-imidazolidin-1-ylimino]-ethyl ester

2-[(2-chlorophenyl)amino]benzonitrile

2-(2-chloroanilino)benzamide

(E)-1,1'-bis-(2-chloro-phenyl)-1H,1'H-[3,3']bi[benzo[c]isothiazolylidene]

Refernces

• 1、 Singh, Palwinder,Kaur, Jatinder,Yadav, Bhawna,Komath, Sneha Sudha. "Targeting efflux pumps-In vitro investigations with acridone derivatives and identification of a lead molecule for MDR modulation". . p. 4212 - 4223. Retrieved 2010.
• 2、 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.
• 3、 Sharma, Anuradha,Piplani, Poonam. "Design and synthesis of some acridine-piperazine hybrids for the improvement of cognitive dysfunction". . p. 926 - 935. Retrieved 2017/10/06.