Acetic acid, oxo(phenylamino)-, methyl ester

Base Information

• Chemical Name: Acetic acid, oxo(phenylamino)-, methyl ester
• CAS No.: 13797-22-3
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• DSSTox Substance ID: DTXSID10415843
• Nikkaji Number: J1.237.342B
• Mol file: 13797-22-3.mol

Synonyms:13797-22-3;Acetic acid, oxo(phenylamino)-, methyl ester;methyl phenyloxamate;SCHEMBL3955865;DTXSID10415843;N-Phenyloxamidic acid methyl ester;InChI=1/C9H9NO3/c1-13-9(12)8(11)10-7-5-3-2-4-6-7/h2-6H,1H3,(H,10,11

Chemical Property of Acetic acid, oxo(phenylamino)-, methyl ester

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=O)NC1=CC=CC=C1

Technology Process of Acetic acid, oxo(phenylamino)-, methyl ester

There total 22 articles about Acetic acid, oxo(phenylamino)-, methyl ester 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: 92.0%

monomethyl oxalyl chloride (5781-53-3) + aniline (62-53-3) → methyl N-phenyloxamate (13797-22-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

Reference yield: 88.0%

dimethyl 2-(phenylamino)maleate (10567-58-5) → methyl N-phenyloxamate (13797-22-3)

Guidance literature:

With tert.-butylhydroperoxide; In water; chlorobenzene; at 80 ℃; for 2h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1055/s-0036-1588990

Reference yield: 79.0%

aniline (62-53-3) + dimethyl acetylenedicarboxylate (762-42-5) → methyl N-phenyloxamate (13797-22-3)

Guidance literature:

With tert.-butylhydroperoxide; rose bengal; In decane; acetonitrile; at 20 ℃; for 48h; Irradiation;

DOI:10.1039/c9ra10555g

upstream raw materials:

3-(N-methoxyoxalyl-anilino)-3-phenyl-propionic acid methyl ester

sodium methylate

Dimethyl oxalate

aniline

Downstream raw materials:

2-hydrazino-2-oxo-N-phenyl-acetamide

methyl 2-[(4-nitrophenyl)amino]-2-oxoacetate

methyl 2-(methyl(phenyl)amino)-2-oxoacetate

oxanilic acid