7-Aminoquinolin-8-ol

Base Information

• Chemical Name: 7-Aminoquinolin-8-ol
• CAS No.: 18472-06-5
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.175
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID80512717
• Nikkaji Number: J82.758D
• Wikidata: Q82372082
• Mol file: 18472-06-5.mol

Synonyms:7-Aminoquinolin-8-ol;18472-06-5;7-amino-8-hydroxyquinoline;7-Aminoquinoline-8-ol;SCHEMBL10087891;DTXSID80512717;VAKRMUBGTNPWBV-UHFFFAOYSA-N;SB68419

Chemical Property of 7-Aminoquinolin-8-ol

Chemical Property:

• PSA: 59.14000
• LogP: 2.10380
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

7-Aminoquinolin-8-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C(=C(C=C2)N)O)N=C1

Technology Process of 7-Aminoquinolin-8-ol

There total 6 articles about 7-Aminoquinolin-8-ol 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: 99.0%

5-chloro-7-nitro-8-hydroxy-quinoline (18472-03-2) → 7-amino-8-hydroxyquinoline (18472-06-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 2585.7 Torr;

DOI:10.1021/jm00147a023

Reference yield: 77.0%

8-quinolinol (148-24-3,24804-14-6) + 1-Methyl-1-phenylhydrazine (618-40-6) → 7-amino-8-hydroxyquinoline (18472-06-5) + N-methylaniline (100-61-8)

Guidance literature:

In ethylene glycol; at 80 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.8b00421

Reference yield:

5-Chloro-8-hydroxyquinoline (130-16-5) → 7-amino-8-hydroxyquinoline (18472-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / 90percent HNO₃, H₂SO₄ / 1 h / 0 °C

2: 99 percent / H₂ / 5percent Pd/C / methanol / 2585.7 Torr

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00147a023

upstream raw materials:

7-Amino-8-hydroxy-chinolin-5-sulfonsaeure

5-chloro-7-nitro-8-hydroxy-quinoline

5-Chloro-8-hydroxyquinoline

8-quinolinol

Downstream raw materials:

N-(8-hydroxyquinolin-7-yl)-N'-(S)-1-phenylethylurea

N-(8-hydroxyquinolin-7-yl)-N'-phenylurea

N-(8-hydroxyquinolin-7-yl)-N'-benzylurea

7-amino-2-(4-(trifluoromethyl)phenyl)quinoline-5,8-dione

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