6-Aminoquinolin-8-ol

Base Information

• Chemical Name: 6-Aminoquinolin-8-ol
• CAS No.: 68748-35-6
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.17300
• DSSTox Substance ID: DTXSID20405699
• Nikkaji Number: J36.238G
• Wikidata: Q82210387
• Mol file: 68748-35-6.mol

Synonyms:6-aminoquinolin-8-ol;68748-35-6;8-Quinolinol, 6-amino-;6-Amino-8-quinolinol;SCHEMBL6526164;DTXSID20405699;SMSSF-0625408;AKOS004114671;AMS_CNC_ID-1743812146

Chemical Property of 6-Aminoquinolin-8-ol

Chemical Property:

• PSA: 59.14000
• LogP: 2.10380
• XLogP3: 1.3
• 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:

98.5% ^*data from raw suppliers

6-Amino-8-hydroxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=CC(=CC(=C2N=C1)O)N

Technology Process of 6-Aminoquinolin-8-ol

There total 3 articles about 6-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: 60.0%

8-hydroxy-6-nitroquinoline (16727-28-9) → 6-amino-8-hydroxyquinoline (68748-35-6)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal;

Reference yield:

8-methoxy-6-nitroquinoline (80912-11-4) → 6-amino-8-hydroxyquinoline (68748-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / 48 percent HBr / trifluoroacetic acid / 3 h / Heating

2: 60 percent / hydrazine hydrate / 5percent Pd-C

With hydrogen bromide; hydrazine hydrate; palladium on activated charcoal; In trifluoroacetic acid;

Reference yield:

5-Nitro-2-aminophenol (121-88-0) → 6-amino-8-hydroxyquinoline (68748-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1: arsenic acid; sulfuric acid; water

2: SnCl₂; aqueous HCl

With hydrogenchloride; sulfuric acid; water; orthoarsenic acid; tin(ll) chloride;

DOI:10.1002/ardp.19582910405

upstream raw materials:

8-hydroxy-6-nitroquinoline

8-methoxy-6-nitroquinoline

5-Nitro-2-aminophenol

Refernces

• 1、 Khan, Zafar U.,Patel, Dalpat I.,Smalley, Robert K.,Scriven, Eric F.V.,Suschitzky, Hans. "The Photo-induced Ring Expansion of Azido(methoxy)quinolines to Methoxypyridoazepines". . p. 2495 - 2500. Retrieved 2007/10/02.