2-(2-Methoxyanilino)-3-methoxybenzoic acid

Base Information

• Chemical Name: 2-(2-Methoxyanilino)-3-methoxybenzoic acid
• CAS No.: 88377-30-4
• Molecular Formula: C15H15NO4
• Molecular Weight: 273.288
• DSSTox Substance ID: DTXSID401239533
• Nikkaji Number: J1.514.680J
• Mol file: 88377-30-4.mol

Synonyms:3-methoxy-2-[(2-methoxyphenyl)amino]benzoic Acid;DTXSID401239533;2-(2-Methoxyanilino)-3-methoxybenzoic acid;N-(2-methoxyphenyl)-3-methoxyanthranilic acid;88377-30-4

Chemical Property of 2-(2-Methoxyanilino)-3-methoxybenzoic acid

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 273.10010796
• Heavy Atom Count: 20
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1NC2=C(C=CC=C2OC)C(=O)O

Technology Process of 2-(2-Methoxyanilino)-3-methoxybenzoic acid

There total 5 articles about 2-(2-Methoxyanilino)-3-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: 82.0%

2-amino-3-methoxybenzoic acid (3177-80-8) + 2-bromoanisole (578-57-4) → N-(2-methoxyphenyl)-3-methoxyanthranilic acid (88377-30-4)

Guidance literature:

With copper(I) oxide; copper; potassium carbonate; In 2-ethoxy-ethanol; at 140 ℃; for 48h;

DOI:10.1016/S0040-4020(01)00408-2

Reference yield: 59.0%

2-bromo-3-methoxybenzoic acid (88377-29-1) + 2-methoxy-phenylamine (90-04-0) → N-(2-methoxyphenyl)-3-methoxyanthranilic acid (88377-30-4)

Guidance literature:

With potassium carbonate; copper(II) oxide; In 2-ethoxy-ethanol; at 140 ℃; for 2h;

DOI:10.1021/jm00369a021

Reference yield:

3-methoxy-2-nitrobenzoic acid (4920-80-3) → N-(2-methoxyphenyl)-3-methoxyanthranilic acid (88377-30-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / H₂, aq. NaHCO₃ / Pd/C

2: 73 percent / diazotization

3: 59 percent / K₂CO₃, CuO / 2-ethoxy-ethanol / 2 h / 140 °C

With hydrogen; sodium hydrogencarbonate; potassium carbonate; copper(II) oxide; palladium on activated charcoal; In 2-ethoxy-ethanol;

DOI:10.1021/jm00369a021

upstream raw materials:

2-methoxy-phenylamine

2-chloro-3-methoxybenzoic acid

2-bromo-3-methoxybenzoic acid

2-amino-3-methoxybenzoic acid

Downstream raw materials:

4,5-dimethoxyacridine-9(10H)-one