4-(2-carboxyethylamino)benzoic Acid

Base Information

• Chemical Name: 4-(2-carboxyethylamino)benzoic Acid
• CAS No.: 51552-86-4
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.1986
• ChEMBL ID: CHEMBL282647
• DSSTox Substance ID: DTXSID60408962
• Wikidata: Q82214587
• Mol file: 51552-86-4.mol

Synonyms:51552-86-4;4-(2-carboxyethylamino)benzoic Acid;4-[(2-carboxyethyl)amino]benzoic acid;4-[(2-Carboxyethyl)amino]benzoicAcid;4-((2-Carboxyethyl)amino)benzoicacid;4-((2-Carboxyethyl)amino)benzoic acid;Oprea1_546287;CHEMBL282647;SCHEMBL12071918;DTXSID60408962;AC8668;MFCD01895726;SY249680

Chemical Property of 4-(2-carboxyethylamino)benzoic Acid

Chemical Property:

• Boiling Point: 491.4 °C at 760 mmHg
• Flash Point: 251 °C
• PSA: 86.63000
• Density: 1.403 g/cm³
• LogP: 1.34440
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

4-[(2-CARBOXYETHYL)AMINO]BENZOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)NCCC(=O)O

Technology Process of 4-(2-carboxyethylamino)benzoic Acid

There total 7 articles about 4-(2-carboxyethylamino)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: 81.0%

Ethyl N-(4-ethoxycarbonylphenyl)-3-aminopropanoate (79421-49-1) → 4-((2-carboxyethyl)amino)benzoic acid (51552-86-4)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 3h; Heating;

DOI:10.1021/jm00364a011

Reference yield:

p-aminoethylbenzoate (94-09-7) → 4-((2-carboxyethyl)amino)benzoic acid (51552-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / triethylamine, hexamethylphosphoramide / 18 h / 65 - 70 °C

2: 81 percent / KOH / ethanol; H₂O / 3 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; triethylamine; In ethanol; water;

DOI:10.1021/jm00364a011

Reference yield:

3-((4-(ethoxycarbonyl)phenyl)amino)propanoic acid (6959-76-8) → 4-((2-carboxyethyl)amino)benzoic acid (51552-86-4)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01143a019

upstream raw materials:

β-Propiolactone

4-amino-benzoic acid

3-((4-(ethoxycarbonyl)phenyl)amino)propanoic acid

Ethyl N-(4-ethoxycarbonylphenyl)-3-aminopropanoate

Downstream raw materials:

Ethyl N-(4-ethoxycarbonylphenyl)-3-aminopropanoate

Refernces

• 1、 DeVries, Vern G.,Largis, Elwood E.,Miner, Thomas G.,Shepherd, Robert G.,Upeslacis, Janis. "Potential Antiatherosclerotic Agents. 4. benzoic Acid Analogues of Cetaben". . p. 1411 - 1421. Retrieved 2007/10/02.