6-aminoquinolin-2(1H)-one

Base Information

• Chemical Name: 6-aminoquinolin-2(1H)-one
• CAS No.: 79207-68-4
• Molecular Formula: C9H8 N2 O
• Molecular Weight: 160.17
• Hs Code.: 2933790090
• European Community (EC) Number: 815-498-2
• DSSTox Substance ID: DTXSID10510468
• Nikkaji Number: J35.710C
• Wikidata: Q72441999
• Mol file: 79207-68-4.mol

Synonyms:6-aminoquinolin-2(1H)-one;79207-68-4;6-aminoquinolin-2-ol;6-AMINO-1H-QUINOLIN-2-ONE;6-amino-1,2-dihydroquinolin-2-one;MFCD01073563;6-aminoquinolone;2(1H)-Quinolinone, 6-amino-;6-aminocarbostyril;6-aminoquinolinone;2(1h)-quinolinone,6-amino-;2(1H)-Quinolinone, 6-amino;SCHEMBL1771379;SCHEMBL8706861;DTXSID10510468;BXXSCBCILYHKRB-UHFFFAOYSA-N;CS1137;MFCD12173242;AKOS008131896;AKOS022178220;MB01653;SY042412;AM20061513;CS-0050354;FT-0660832;EN300-68584;P10166;Z424995464

Chemical Property of 6-aminoquinolin-2(1H)-one

Chemical Property:

• Boiling Point: 446.4±45.0 °C(Predicted)
• PKA: 11.37±0.70(Predicted)
• PSA: 58.88000
• Density: 1.287
• LogP: 1.69150
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

6-aminoquinolin-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=O)N2)C=C1N

Technology Process of 6-aminoquinolin-2(1H)-one

There total 8 articles about 6-aminoquinolin-2(1H)-one 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: 98.0%

6-nitro-1,2-dihydroquinolin-2-one (64495-55-2) → 6-amino-2(1H)-quinolinone (79207-68-4)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 55 - 90 ℃;

DOI:10.1016/j.ejmech.2021.113859

Reference yield: 92.0%

6-nitroquinolin-2-ol (64495-55-2) → 6-amino-2(1H)-quinolinone (79207-68-4)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; for 68h; under 760.051 Torr;

Reference yield:

2-quinolone (59-31-4,70254-42-1,493-62-9) → 6-amino-2(1H)-quinolinone (79207-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HNO₃; H₂SO₄ / 0.33 h / 0 °C

2: H₂ / Pd/C / 20 °C

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

DOI:10.1016/j.bmcl.2007.01.001

upstream raw materials:

6-nitro-1,2-dihydroquinolin-2-one

2-quinolone

6-nitroquinolin-2-ol

6-nitroquinoline-N-oxide

Downstream raw materials:

3,4-dihydro-6-(1H-imidazol-1-yl)quinolin-2(1H)-one

2-oxo-1,2-dihydro-6-quinolinesulfonyl chloride

6-[4-(3,4-Dimethoxybenzoyl)-1-piperazinyl]-carbostyril

6-[4-(4-Cyanobenzoyl)-1-piperazinyl]carbostyril