2-(3-Aminophenyl)quinoline-4-carboxylic acid

Base Information

• Chemical Name: 2-(3-Aminophenyl)quinoline-4-carboxylic acid
• CAS No.: 78660-91-0
• Molecular Formula: C₁₆H₁₂N₂O₂
• Molecular Weight: 264.283
• DSSTox Substance ID: DTXSID90353673
• Wikidata: Q82131386
• Mol file: 78660-91-0.mol

Synonyms:2-(3-aminophenyl)quinoline-4-carboxylic acid;78660-91-0;2-(3-amino-phenyl)-quinoline-4-carboxylic acid;CBMicro_018670;Oprea1_019480;SCHEMBL5534047;DTXSID90353673;CCG-6982;BBL013767;MFCD00178259;STK386181;2-m-Aminophenylchinolin-4-carbonsaure;AKOS001484824;SB68816;VS-03995;BIM-0018819.P001;2-(3-aminophenyl)quinoline-4-carboxylicacid;CS-0312946;SR-01000400498;SR-01000400498-1

Chemical Property of 2-(3-Aminophenyl)quinoline-4-carboxylic acid

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 264.089877630
• Heavy Atom Count: 20
• Complexity: 360

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=N2)C3=CC(=CC=C3)N)C(=O)O

Technology Process of 2-(3-Aminophenyl)quinoline-4-carboxylic acid

There total 6 articles about 2-(3-Aminophenyl)quinoline-4-carboxylic 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: 52.0%

3-[2-(3-Amino-phenyl)-2-oxo-ethyl]-3-hydroxy-1,3-dihydro-indol-2-one (78660-84-1) → 2-(3-amino-phenyl)-quinoline-4-carboxylic acid (78660-91-0)

Guidance literature:

With sulfuric acid; In acetic acid; for 5h; Heating;

DOI:10.1007/BF00758458

Reference yield:

1-(3-aminophenyl)ethanone (99-03-6) → 2-(3-amino-phenyl)-quinoline-4-carboxylic acid (78660-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / conc. aq. NH₃ / aq. ethanol / Ambient temperature

2: 52 percent / conc. aq. H₂SO₄ / acetic acid / 5 h / Heating

With sulfuric acid; ammonium hydroxide; In ethanol; acetic acid;

DOI:10.1007/BF00758458

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 2-(3-amino-phenyl)-quinoline-4-carboxylic acid (78660-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / conc. aq. NH₃ / aq. ethanol / Ambient temperature

2: 52 percent / conc. aq. H₂SO₄ / acetic acid / 5 h / Heating

With sulfuric acid; ammonium hydroxide; In ethanol; acetic acid;

DOI:10.1007/BF00758458

upstream raw materials:

indole-2,3-dione

1-(3-aminophenyl)ethanone

3-[2-(3-Amino-phenyl)-2-oxo-ethyl]-3-hydroxy-1,3-dihydro-indol-2-one

Downstream raw materials:

3‐(quinolin‐2‐yl)aniline