Methyl 2-(2-nitrobenzamido)benzoate

Base Information

• Chemical Name: Methyl 2-(2-nitrobenzamido)benzoate
• CAS No.: 72367-10-3
• Molecular Formula: C15H12 N2 O5
• Molecular Weight: 300.271
• NSC Number: 167567
• DSSTox Substance ID: DTXSID50304843
• Wikidata: Q82051102
• Mol file: 72367-10-3.mol

Synonyms:72367-10-3;NSC167567;CBMicro_009582;Oprea1_237965;SCHEMBL7721973;DTXSID50304843;BLCONGFGKYXZLQ-UHFFFAOYSA-N;SMSF0005620;Methyl 2-(2-nitrobenzamido)benzoate;AKOS001348314;CB12739;NSC-167567;BIM-0009541.P001;2-(2-Nitrobenzoylamino)benzoic acid methyl ester;SR-01000206392;SR-01000206392-1;Z27655976

Chemical Property of Methyl 2-(2-nitrobenzamido)benzoate

Chemical Property:

• Vapor Pressure: 1.09E-06mmHg at 25°C
• Boiling Point: 402.5°C at 760 mmHg
• Flash Point: 197.2°C
• Density: 1.377g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 300.07462149
• Heavy Atom Count: 22
• Complexity: 434

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC=C1NC(=O)C2=CC=CC=C2[N+](=O)[O-]

Technology Process of Methyl 2-(2-nitrobenzamido)benzoate

There total 4 articles about Methyl 2-(2-nitrobenzamido)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: 94.0%

2-carbomethoxyaniline (134-20-3) + 2-nitrobenzyl chloride (610-14-0) → 2-(2-nitrobenzoylamino)benzoic acid methyl ester (72367-10-3)

Guidance literature:

With triethylamine; In dichloromethane; for 1h; Ambient temperature;

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 2-(2-nitrobenzoylamino)benzoic acid methyl ester (72367-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride, DMF / CH₂Cl₂ / 4 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/ja9539857

Reference yield:

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 2-(2-nitrobenzoylamino)benzoic acid methyl ester (72367-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 2 h / Reflux

With thionyl chloride;

DOI:10.1002/anie.201402925

upstream raw materials:

2-carbomethoxyaniline

2-nitrobenzyl chloride

ortho-nitrobenzoic acid

Downstream raw materials:

methyl 2-(2-aminobenzoylamino)benzoate

methyl N-<2-(o-aminobenzamido)benzoyl>anthranilate

methyl N-<2-(o-nitrobenzamido)benzoyl>anthranilate

2-(2-(2-(2-nitrobenzoylamino)benzoylamino)benzoylamino)benzoic acid methyl ester