Methyl 2-[(2-nitrophenyl)amino]benzoate

Base Information

• Chemical Name: Methyl 2-[(2-nitrophenyl)amino]benzoate
• CAS No.: 5814-39-1
• Molecular Formula: C14H12 N2 O4
• Molecular Weight: 272.26
• NSC Number: 157706
• DSSTox Substance ID: DTXSID40303284
• Nikkaji Number: J1.934.664A
• Wikidata: Q82048476
• Mol file: 5814-39-1.mol

Synonyms:5814-39-1;methyl 2-[(2-nitrophenyl)amino]benzoate;methyl 2-(2-nitroanilino)benzoate;NSC 157706;Methyl 2-((2-nitrophenyl)amino)benzoate;methyl 2-{2-nitroanilino}benzoate;NSC157706;Methyl 2-{2-nitroanilino};Oprea1_341146;SCHEMBL2312520;DTXSID40303284;NSC-157706;2-(2-Nitroanilino)benzoic acid methyl ester;2-(2-Nitro-phenylamino)-benzoic acid methyl ester;AA-516/30040023

Chemical Property of Methyl 2-[(2-nitrophenyl)amino]benzoate

Chemical Property:

• Vapor Pressure: 8.9E-07mmHg at 25°C
• Boiling Point: 405.2°Cat760mmHg
• Flash Point: 198.9°C
• Density: 1.326g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 272.07970687
• Heavy Atom Count: 20
• Complexity: 356

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-[(2-nitrophenyl)amino]benzoate

There total 8 articles about Methyl 2-[(2-nitrophenyl)amino]benzoate 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: 95.0%

methanol (67-56-1) + N-(2-nitrophenyl)anthranilic acid (5933-35-7) → 2-(2'-nitrophenylamino)benzoic acid methyl ester (5814-39-1)

Guidance literature:

sulfuric acid; for 22h; Heating;

Reference yield: 90.0%

o-iodo-methyl-benzoic acid (610-97-9) + 2-nitro-aniline (88-74-4) → 2-(2'-nitrophenylamino)benzoic acid methyl ester (5814-39-1)

Guidance literature:

With copper; potassium carbonate; at 160 ℃; for 6h;

DOI:10.1002/jhet.5570430432

Reference yield: 88.0%

2-nitrophenyl bromide (577-19-5) + 2-carbomethoxyaniline (134-20-3) → 2-(2'-nitrophenylamino)benzoic acid methyl ester (5814-39-1)

Guidance literature:

With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 110 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1055/a-1649-5317

upstream raw materials:

2-nitrophenyl bromide

2-carbomethoxyaniline

methanol

N-(2-nitrophenyl)anthranilic acid

Downstream raw materials:

methyl 2-(methyl(2-nitrophenyl)amino)benzoate

5,10-dihydro-5-methyl-11H-dibenzo[b,e][1,4]diazepin-11-one

2-[3-(1,4-dimethyl-1H-indol-3-ylmethyl)-2-oxo-2,3-dihydro-benzimidazol-1-yl]-benzoic acid methyl ester

2-{3-[(1,4-dimethyl-1H-indol-3-yl)methyl]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}benzoic acid