2-Amino-3-(methoxycarbonyl)benzoic acid

Base Information

• Chemical Name: 2-Amino-3-(methoxycarbonyl)benzoic acid
• CAS No.: 253120-47-7
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 2922509090
• European Community (EC) Number: 676-023-0
• DSSTox Substance ID: DTXSID50383436
• Nikkaji Number: J1.206.461F
• Wikidata: Q72486786
• Mol file: 253120-47-7.mol

Synonyms:253120-47-7;2-amino-3-(methoxycarbonyl)benzoic acid;methyl 2-amino-3-carboxybenzoate;2-AMINO-ISOPHTHALIC ACID MONOMETHYL ESTER;2-amino-3-methoxycarbonylbenzoic acid;3-(methoxycarbonyl)-2-aminobenzoic acid;2-Amino-isophthalicacidmonomethylester;SCHEMBL465737;DTXSID50383436;UXQCFHRNRAGKOY-UHFFFAOYSA-N;MFCD06200897;AKOS006344482;2-amino-3-(methoxycarbonyl)benzoicacid;AC-9128;DS-0780;PS-3725;2-Aminoisophthalic acid monomethyl ester;AM807372;CS-0098121;FT-0644128;A13753;EN300-197856;W-206946;2-amino-isophthalic acid monomethyl ester, AldrichCPR;2-Aminobenzene-1,3-dicarboxylic acid 1-methyl ester

Chemical Property of 2-Amino-3-(methoxycarbonyl)benzoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 160 °C
• Refractive Index: 1.609
• Boiling Point: 370.431 °C at 760 mmHg
• PKA: 4.57±0.10(Predicted)
• Flash Point: 177.831 °C
• PSA: 89.62000
• Density: 1.373 g/cm³
• LogP: 1.33480
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-3-(methoxycarbonyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-3-(methoxycarbonyl)benzoic acid

There total 2 articles about 2-Amino-3-(methoxycarbonyl)benzoic acid 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: 91.0%

methyl 7-isatincarboxylate (103030-10-0) → 2-amino-3-(methoxycarbonyl)benzoic acid (253120-47-7)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In water; at 20 ℃; for 0.25h;

DOI:10.1080/00397919908085895

Reference yield:

isatin-7-carboxylic acid (25128-35-2) → 2-amino-3-(methoxycarbonyl)benzoic acid (253120-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / HCl / 3 h / Heating

2: 91 percent / NaOH; H₂O₂ / H₂O / 0.25 h / 20 °C

With hydrogenchloride; sodium hydroxide; dihydrogen peroxide; In water; 1: Esterification / 2: Oxidation;

DOI:10.1080/00397919908085895

Reference yield: 100.0%

2-amino-3-(methoxycarbonyl)benzoic acid (253120-47-7) → methyl 2-amino-3-aminocarbonylbenzoate (1332493-26-1)

Guidance literature:

With ammonium chloride; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 21 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0035-1561355

upstream raw materials:

methyl 7-isatincarboxylate

isatin-7-carboxylic acid

Downstream raw materials:

acridine-4-carboxylic acid

4-methyl-acridine

methyl 2-amino-3-formylbenzoate

methyl 2-amino-3-(hydroxymethyl)benzoate

Refernces

• 1、 Bu, Xianyong,Deady, Leslie W.. "A preparation of methyl 2-amino-3-formylbenzoate and its use in Friedlander synthesis". . p. 4223 - 4233. Retrieved 2007/10/03.