3-Amino-4-(methoxycarbonyl)benzoic acid

Base Information

• Chemical Name: 3-Amino-4-(methoxycarbonyl)benzoic acid
• CAS No.: 60728-41-8
• Molecular Formula: C9H9 N O4
• Molecular Weight: 195.175
• Hs Code.: 2922509090
• European Community (EC) Number: 629-405-6
• DSSTox Substance ID: DTXSID00412129
• Nikkaji Number: J2.517.048B
• Wikidata: Q72487454
• Mol file: 60728-41-8.mol

Synonyms:60728-41-8;3-amino-4-(methoxycarbonyl)benzoic acid;1-Methyl 2-Aminoterephthalate;2-Aminoterephthalic Acid 1-Methyl Ester;3-Amino-4-methoxycarbonylbenzoic Acid;1-Methyl-2-aminoterephthalate;1-Methyl2-aminoterephthalate;SCHEMBL263573;DTXSID00412129;QKOKLMFCKLEFDV-UHFFFAOYSA-N;4-carbomethoxy-3-aminobenzoic acid;3-Amino-4-carbomethoxybenzoic Acid;MFCD00189374;1-Methyl-2-aminoterephthalate, 98%;2-Aminoterephthalic acid methyl ester;AKOS015894770;2-amino-terephthalic acid 1-methyl ester;3-Amino-4-(methoxylcarbonyl)benzoic acid;AS-59779;AM20040833;CS-0204366;FT-0608017;D78358;EN300-115583;InChI=1/C9H9NO4/c1-14-9(13)6-3-2-5(8(11)12)4-7(6)10/h2-4H,10H2,1H3,(H,11,12

Chemical Property of 3-Amino-4-(methoxycarbonyl)benzoic acid

Chemical Property:

• Vapor Pressure: 6.03E-07mmHg at 25°C
• Melting Point: 217-220 ºC
• Boiling Point: 394.9°C at 760 mmHg
• PKA: 3.93±0.10(Predicted)
• Flash Point: 192.7°C
• PSA: 89.62000
• Density: 1.373±0.06 g/cm3(Predicted)
• LogP: 1.33480
• Solubility.: concentrated acid: soluble (HCl)(lit.)
• XLogP3: 2.2
• 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%,99%, ^*data from raw suppliers

3-Amino-4-(methoxycarbonyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)C(=O)O)N
• Uses: 1-Methyl-2-aminoterephthalate may be used in the following syntheses:triarylphosphine methyl 4-(hydroxymethyl-2-iodobenzoate1-methyl-2-diphenylphosphinoterepthalate

Technology Process of 3-Amino-4-(methoxycarbonyl)benzoic acid

There total 3 articles about 3-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:

4-(methoxycarbonyl)-3-nitrobenzoic acid (35092-89-8) → 1-methyl-2-aminoterephthalate (60728-41-8)

Guidance literature:

With hydrogenchloride; tin;

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + 4-(methoxycarbonyl)-3-nitrobenzoic acid (35092-89-8) → 1-methyl-2-aminoterephthalate (60728-41-8)

Guidance literature:

Reference yield:

3-aminoterephthalic acid (10312-55-7) + S-adenosyl-L-methionine (485-80-3,15519-60-5,60018-85-1,60018-86-2,79845-28-6) → dimethyl aminoterephthalate (5372-81-6) + 1-methyl-2-aminoterephthalate (60728-41-8) + 2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester (85743-02-8)

Guidance literature:

With histidine tagged carboxyl methyltransferase from Aspergillus fumigatus; histidine tagged S-adenosylhomocysteine nucleosidase; In aq. buffer; at 25 ℃; for 16h; pH=6; regioselective reaction; Enzymatic reaction;

DOI:10.1002/anie.202117324

upstream raw materials:

4-(methoxycarbonyl)-3-nitrobenzoic acid

hydrogenchloride

3-aminoterephthalic acid

S-adenosyl-L-methionine

Downstream raw materials:

acetylamino-terephthalic acid-1-methyl ester

1-methyl-4-benzyl 2-aminoterephthalate

[3-iodo-4-(methoxycarbonyl)]benzoic acid

4-(aminocarbonyl)-3-iodobenzoic acid

Refernces