4-[(2-Hydroxyethyl)amino]benzoic acid

Base Information

• Chemical Name: 4-[(2-Hydroxyethyl)amino]benzoic acid
• CAS No.: 117821-34-8
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• NSC Number: 164960
• DSSTox Substance ID: DTXSID40304251
• Wikidata: Q82050059
• Mol file: 117821-34-8.mol

Synonyms:4-[(2-hydroxyethyl)amino]benzoic acid;117821-34-8;4-(2-hydroxyethylamino)benzoic acid;NSC164960;SCHEMBL1663499;DTXSID40304251;4-[(2-hydroxyethyl)amino]benzoicacid;AKOS009113763;NSC-164960;CS-0248052;EN300-38942;Z228588946

Chemical Property of 4-[(2-Hydroxyethyl)amino]benzoic acid

Chemical Property:

• PSA: 69.56000
• LogP: 0.86200
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

4-[(2-Hydroxyethyl)amino]benzoicAcid ^*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)NCCO

Technology Process of 4-[(2-Hydroxyethyl)amino]benzoic acid

There total 6 articles about 4-[(2-Hydroxyethyl)amino]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: 37.0%

methyl 4-[N-(2-hydroxyethyl)amino]benzoate (126993-07-5) → 4-((2-hydroxyethyl)amino)benzoic acid (117821-34-8)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 48h;

DOI:10.3390/molecules20058772

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) + Glycolaldehyde (141-46-8) → 4-((2-hydroxyethyl)amino)benzoic acid (117821-34-8)

Guidance literature:

With diethylenetriaminopentaacetic acid; sodium cyanoborohydride; at 37 ℃; for 2h; Darkness;

DOI:10.1074/jbc.RA120.013179

Reference yield:

4-amino-benzoic acid (150-13-0,159246-81-8,8014-65-1) → 4-((2-hydroxyethyl)amino)benzoic acid (117821-34-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 48 h / Reflux

2: neat (no solvent) / 6 h / 90 °C / Sealed tube

3: water; sodium hydroxide / tetrahydrofuran; methanol / 48 h / 20 °C

With sulfuric acid; water; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.3390/molecules20058772

upstream raw materials:

oxirane

4-amino-benzoic acid

4-(2-methoxy-ethylamino)-benzoic acid

4-methoxycarbonyl aniline

Downstream raw materials:

2-Anilinoethanol

methylammonium carbonate