5-Chloro-2-(methylamino)benzoic acid

Base Information

• Chemical Name: 5-Chloro-2-(methylamino)benzoic acid
• CAS No.: 33280-14-7
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.61
• DSSTox Substance ID: DTXSID70500880
• Nikkaji Number: J2.740.501K
• Wikidata: Q82352875
• Mol file: 33280-14-7.mol

Synonyms:5-chloro-2-(methylamino)benzoic acid;33280-14-7;CHEMBRDG-BB 9071783;5-chloro-2-methylamino-benzoic acid;SCHEMBL1397682;DTXSID70500880;YZFWLQHILRFUTJ-UHFFFAOYSA-N;5-Chloro-N-methyl anthranilic acid;MFCD01928011;AKOS002336814;CS-0205266;EN300-80409;Z111833878

Chemical Property of 5-Chloro-2-(methylamino)benzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 185.0243562
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=C(C=C(C=C1)Cl)C(=O)O

Technology Process of 5-Chloro-2-(methylamino)benzoic acid

There total 13 articles about 5-Chloro-2-(methylamino)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: 84.0%

2-bromo-5-chlorobenzoic acid (21739-93-5) + methylamine hydrochloride (593-51-1) → 5-chloro-2-methylamino-benzoic acid (33280-14-7)

Guidance literature:

With potassium phosphate; copper(l) iodide; 1,1'-bi-2-naphthol; In N,N-dimethyl-formamide; at 25 ℃; for 16h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.200900065

Reference yield: 53.0%

5-chloro-2-methylaminobenzoic acid methyl ester (55150-07-7) → 5-chloro-2-methylamino-benzoic acid (33280-14-7)

Guidance literature:

With methanol; sodium hydroxide; In water; at 20 - 70 ℃; for 1.33333h;

Reference yield: 43.0%

3-methylsulfanyl-1,3-dihydroindol-2-one (40800-64-4) + 6-chloro-N-methylisatoic anhydride (14529-12-5) → 2-chloro-5-methyl-5,10b-dihydro-10b-methylthio-11H-quinindolin-11-one (77336-50-6) + 5-chloro-2-methylamino-benzoic acid (33280-14-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; 1) 0-5 deg C, 15 min, 2) r.t. 18 h;

upstream raw materials:

3-methylsulfanyl-1,3-dihydroindol-2-one

6-chloro-N-methylisatoic anhydride

glycine

5-Chloroisatoic anhydride

Downstream raw materials:

1-methyl-6-chloroquinazolin-2,4-dione