2-(2-Carboxyanilino)-4-methoxybenzoic acid

Base Information

• Chemical Name: 2-(2-Carboxyanilino)-4-methoxybenzoic acid
• CAS No.: 84126-73-8
• Molecular Formula: C15H13NO5
• Molecular Weight: 287.272
• DSSTox Substance ID: DTXSID20517923
• Wikidata: Q82380212
• Mol file: 84126-73-8.mol

Synonyms:2-(2-Carboxyanilino)-4-methoxybenzoic acid;84126-73-8;DTXSID20517923

Chemical Property of 2-(2-Carboxyanilino)-4-methoxybenzoic acid

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 287.07937252
• Heavy Atom Count: 21
• Complexity: 386

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C(=O)O)NC2=CC=CC=C2C(=O)O

Technology Process of 2-(2-Carboxyanilino)-4-methoxybenzoic acid

There total 1 articles about 2-(2-Carboxyanilino)-4-methoxybenzoic 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:

2-chloro-4-methoxybenzoic acid (21971-21-1) + anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-<(2-carboxyphenyl)amino>-4-methoxybenzoic acid (84126-73-8)

Guidance literature:

With copper(I) oxide; copper; potassium carbonate; In 2-ethoxy-ethanol; at 120 ℃; for 0.5h;

DOI:10.1021/jm00365a013

Reference yield:

2-<(2-carboxyphenyl)amino>-4-methoxybenzoic acid (84126-73-8) → 9-(4-Methanesulfonylamino-2-methoxy-phenylamino)-6-methoxy-acridine-4-carboxylic acid methylamide; hydrochloride (86611-53-2)

Guidance literature:

Multi-step reaction with 4 steps

1: conc. H₂SO₄ / 2 h / 90 °C

2: SOCl₂, DMF / 1 h / Heating

3: CH₂Cl₂; H₂O

4: methanol / Heating

With thionyl chloride; sulfuric acid; N,N-dimethyl-formamide; In methanol; dichloromethane; water;

DOI:10.1021/jm00365a013

Reference yield:

2-<(2-carboxyphenyl)amino>-4-methoxybenzoic acid (84126-73-8) → 6-methoxy-9-oxo-9,10-dihydro-acridine-4-carboxylic acid [2-(4-methoxy-phenyl)-ethyl]-amide (935864-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₃PO₄; P₂O₅ / 3 h / 110 °C

2: N,N'-dicyclohexylcarbodiimide; triethylamine

With phosphoric acid; phosphorus pentoxide; triethylamine; dicyclohexyl-carbodiimide;

DOI:10.1016/j.bmc.2007.02.017

upstream raw materials:

2-chloro-4-methoxybenzoic acid

anthranilic acid

Downstream raw materials:

6-methoxy-9-oxo-9,10-dihydro-acridine-4-carboxylic acid [2-(4-methoxy-phenyl)-ethyl]-amide

9-(4-Methanesulfonylamino-2-methoxy-phenylamino)-6-methoxy-acridine-4-carboxylic acid methylamide; hydrochloride