2-[2-(Methoxycarbonyl)anilino]-5-nitrobenzoic acid

Base Information

• Chemical Name: 2-[2-(Methoxycarbonyl)anilino]-5-nitrobenzoic acid
• CAS No.: 89459-26-7
• Molecular Formula: C15H12N2O6
• Molecular Weight: 316.27
• DSSTox Substance ID: DTXSID20539362
• Wikidata: Q82415090

Synonyms:89459-26-7;2-[2-(Methoxycarbonyl)anilino]-5-nitrobenzoic acid;SCHEMBL10524945;DTXSID20539362

Chemical Property of 2-[2-(Methoxycarbonyl)anilino]-5-nitrobenzoic acid

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 316.06953611
• Heavy Atom Count: 23
• Complexity: 463

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1NC2=C(C=C(C=C2)[N+](=O)[O-])C(=O)O

Technology Process of 2-[2-(Methoxycarbonyl)anilino]-5-nitrobenzoic acid

There total 3 articles about 2-[2-(Methoxycarbonyl)anilino]-5-nitrobenzoic 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: 56.0%

o-iodo-methyl-benzoic acid (610-97-9) + 2-amino-5-nitro-benzoic acid (616-79-5) → N-(2-methoxycarbonylphenyl)-5-nitroanthranilic acid (89459-26-7)

Guidance literature:

With N-ethylmorpholine;; copper; In various solvent(s); at 120 ℃; for 24h;

Reference yield: 30.0%

2-chloro-5-nitrobenzoic acid (2516-96-3) + 2-carbomethoxyaniline (134-20-3) → N-(2-methoxycarbonylphenyl)-5-nitroanthranilic acid (89459-26-7)

Guidance literature:

DOI:10.1055/s-1985-31165

Reference yield:

2-chloro-5-nitrobenzoic acid (2516-96-3) + copper diacetate (142-71-2) + 2-carbomethoxyaniline (134-20-3) → diphenylamine ester + N-(2-methoxycarbonylphenyl)-5-nitroanthranilic acid (89459-26-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; In N-ethyl-N,N-diisopropylamine;

upstream raw materials:

2-chloro-5-nitrobenzoic acid

2-carbomethoxyaniline

o-iodo-methyl-benzoic acid

2-amino-5-nitro-benzoic acid

Downstream raw materials:

7-nitro-9,10-dihydro-9-oxo-4-acridine carboxylic acid

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