Methyl n-(2-aminobenzoyl)glycinate

Base Information

• Chemical Name: Methyl n-(2-aminobenzoyl)glycinate
• CAS No.: 82185-40-8
• Molecular Formula: C10H12 N2 O3
• Molecular Weight: 208.217
• NSC Number: 118110
• DSSTox Substance ID: DTXSID50297786
• Nikkaji Number: J1.890.155B
• Wikidata: Q82039165
• ChEMBL ID: CHEMBL3585806
• Mol file: 82185-40-8.mol

Synonyms:CHEMBL3585806;82185-40-8;methyl n-(2-aminobenzoyl)glycinate;NSC118110;DTXSID50297786;BDBM50093668;AKOS000132444;NSC-118110

Chemical Property of Methyl n-(2-aminobenzoyl)glycinate

Chemical Property:

• Vapor Pressure: 3.77E-07mmHg at 25°C
• Boiling Point: 416.6°C at 760 mmHg
• Flash Point: 205.8°C
• Density: 1.235g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 208.08479225
• Heavy Atom Count: 15
• Complexity: 243

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CNC(=O)C1=CC=CC=C1N

Technology Process of Methyl n-(2-aminobenzoyl)glycinate

There total 4 articles about Methyl n-(2-aminobenzoyl)glycinate 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: 89.0%

isatoic anhydride (118-48-9) + glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) → 2-amine-N-(methoxycarbonylmethyl)benzamide (82185-40-8)

Guidance literature:

dmap; In pyridine; for 4h; Ambient temperature;

DOI:10.1055/s-1982-29772

Reference yield: 81.0%

Se-phenyl 2-aminobenzenecarboselenoate (1423629-95-1) + methoxycarbonylmethylamine (616-34-2) → 2-amine-N-(methoxycarbonylmethyl)benzamide (82185-40-8)

Guidance literature:

In acetonitrile; at 20 ℃; for 2h; chemoselective reaction;

DOI:10.1021/acs.joc.7b00173

Reference yield: 46.0%

carbon monoxide (201230-82-2) + 2-iodophenylamine (615-43-0) + methoxycarbonylmethylamine (616-34-2) → methyl N-{(2'-amino-phenyl)glyoxyloyl}-glycinate + 2-amine-N-(methoxycarbonylmethyl)benzamide (82185-40-8)

Guidance literature:

With triethylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 50 ℃; for 70h; under 30002.4 Torr;

DOI:10.1016/j.tet.2006.09.076

upstream raw materials:

isatoic anhydride

glycine ethyl ester hydrochloride

carbon monoxide

2-iodophenylamine

Downstream raw materials:

3-methoxycarbonylmethyl-3,4-dihydro-4(1H)-quinazoline

2-Ureido-hippursaeuremethylester

(4-Oxo-1,2,3-benzotriazin-3-yl)essigsaeure-methylester

1,2,3,4-Tetrahydro-2-phenyl-chinazolin-4-on-3-yl-essigsaeure-methylester