Methyl (4-nitroanilino)(oxo)acetate

Base Information

• Chemical Name: Methyl (4-nitroanilino)(oxo)acetate
• CAS No.: 82633-22-5
• Molecular Formula: C9H8N2O5
• Molecular Weight: 224.173
• DSSTox Substance ID: DTXSID40509643
• Wikidata: Q82367379
• Mol file: 82633-22-5.mol

Synonyms:82633-22-5;Methyl (4-nitroanilino)(oxo)acetate;DTXSID40509643;methyl 2-(4-nitroanilino)-2-oxo-acetate

Chemical Property of Methyl (4-nitroanilino)(oxo)acetate

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 224.04332136
• Heavy Atom Count: 16
• Complexity: 291

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=O)NC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of Methyl (4-nitroanilino)(oxo)acetate

There total 5 articles about Methyl (4-nitroanilino)(oxo)acetate 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: 13.0%

dimethyl 2-<(4-nitrophenyl)amino>-2-butenedioate (16133-44-1) → methyl 2-[(4-nitrophenyl)amino]-2-oxoacetate (82633-22-5)

Guidance literature:

With lead(IV) acetate; In dichloromethane; for 48h;

Reference yield:

monomethyl oxalyl chloride (5781-53-3) + 4-nitro-aniline (100-01-6,104810-17-5) → methyl 2-[(4-nitrophenyl)amino]-2-oxoacetate (82633-22-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; Heating;

DOI:10.1021/jo200651b

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → methyl 2-[(4-nitrophenyl)amino]-2-oxoacetate (82633-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 0 °C

2: 13 percent / LTA / CH₂Cl₂ / 48 h

With lead(IV) acetate; In diethyl ether; dichloromethane;

upstream raw materials:

methyl N-phenyloxamate

Dimethyl oxalate

4-nitro-aniline

dimethyl 2-<(4-nitrophenyl)amino>-2-butenedioate