2-Amino-4-(methoxycarbonyl)benzoic acid

Base Information

• Chemical Name: 2-Amino-4-(methoxycarbonyl)benzoic acid
• CAS No.: 85743-02-8
• Molecular Formula: C9H9 N O4
• Molecular Weight: 195.175
• Hs Code.: 2922509090
• European Community (EC) Number: 630-105-2
• DSSTox Substance ID: DTXSID90537835
• Wikidata: Q82412949
• Mol file: 85743-02-8.mol

Synonyms:2-Amino-4-(methoxycarbonyl)benzoic acid;85743-02-8;2-amino-4-methoxycarbonylbenzoic acid;methyl 3-amino-4-carboxybenzoate;2-Amino-4-methoxycarbonyl benzoic acid;MFCD08690068;2-Carboxy-5-(methoxycarbonyl)aniline;1,4-Benzenedicarboxylicacid, 2-amino-, 4-methyl ester;SCHEMBL1462210;DTXSID90537835;WOLYDIFKLNALLS-UHFFFAOYSA-N;4-carbomethoxy-2-aminobenzoic acid;AKOS006291523;2-Amino-4-(methoxycarbonyl)benzoicacid;CS-W006509;2-Amino-terephthalic acid 4-methyl ester;AM804423;SY101805;TS-00293;2-AMINO-4-METHOXYCARBONYLBENZOICACID;2-AMINO-4-(MEO-CARBONYL)-BENZOIC ACID;EN300-214181

Chemical Property of 2-Amino-4-(methoxycarbonyl)benzoic acid

Chemical Property:

• Melting Point: 213 °C
• Boiling Point: 397.7±32.0 °C(Predicted)
• PKA: 4.51±0.10(Predicted)
• PSA: 89.62000
• Density: 1.373±0.06 g/cm3(Predicted)
• LogP: 1.33480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• 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:

97% purity ^*data from raw suppliers

Methyl3-Amino-4-carboxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)C(=O)O)N
• Uses: Methyl 3-Amino-4-carboxybenzoate is an intermediate used to prepare (N-methylpiperazinyl)-contg. derivatives of quinazolinone as fungal efflux pump inhibitors.

Technology Process of 2-Amino-4-(methoxycarbonyl)benzoic acid

There total 12 articles about 2-Amino-4-(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: 87.0%

methanol (67-56-1) + 3-aminoterephthalic acid (10312-55-7) → 2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester (85743-02-8)

Guidance literature:

With chloro-trimethyl-silane; for 15h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2019.130765

Reference yield: 75.0%

2-nitro-4-methoxycarbonylbenzoic acid (55737-66-1) → 2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester (85743-02-8)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In methanol; water; for 16h; under 2585.81 Torr;

Reference yield:

methanol (67-56-1) + 2-acetamidoterephthalic acid (99185-32-7) → dimethyl aminoterephthalate (5372-81-6) + 2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester (85743-02-8)

Guidance literature:

With sulfuric acid;

upstream raw materials:

methanol

3-aminoterephthalic acid

2-acetamidoterephthalic acid

2-nitro-4-methoxycarbonylbenzoic acid

Downstream raw materials:

2-(3-chlorobenzo[b]thiophene-2-carboxamido)terephthalic acid-4-methyl ester

Refernces

• 1、 Christine, Thifanie,Tabey, Alexis,Cornilleau, Thomas,Fouquet, Eric,Hermange, Philippe. "Syntheses of o-iodobenzyl alcohols?BODIPY structures as potential precursors of bimodal tags for positron emission tomography and optical imaging". . . Retrieved 2019/12/11.
• 2、 Ursuegui,Yougnia,Moutin,Burr,Fossey,Cailly,Laayoun,Laurent,Fabis. "A biotin-conjugated pyridine-based isatoic anhydride, a selective room temperature RNA-acylating agent for the nucleic acid separation". supporting information. p. 3625 - 3632. Retrieved 2015/03/30.