5-Aminoquinolin-2(1H)-one

Base Information

• Chemical Name: 5-Aminoquinolin-2(1H)-one
• CAS No.: 61317-32-6
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.175
• Hs Code.: 2933790090
• European Community (EC) Number: 848-650-1
• ChEMBL ID: CHEMBL4635209
• DSSTox Substance ID: DTXSID80577341
• Nikkaji Number: J90.144J
• Wikidata: Q82467303
• Mol file: 61317-32-6.mol

Synonyms:5-Aminoquinolin-2(1H)-one;61317-32-6;5-Amino-1H-quinolin-2-one;5-AMINO-2(1H)-QUINOLINONE;5-aminoquinolone;MFCD13705421;2(1H)-Quinolinone, 5-amino-;5-aminoquinolin-2[1H]-one;5-amino-1,2-dihydroquinolin-2-one;5-Amino-2-quinolone;5-aminoquinolin-2(1H)one;5-Aminoquinolin-2(1H)-on;SCHEMBL332886;5-amino-quinolin-2(1H)-one;5-Amino quinolin-2(1H)-one;CHEMBL4635209;SCHEMBL18493817;DTXSID80577341;DANDEJPAZFBPAS-UHFFFAOYSA-N;AMY10102;5-amino-2-oxo-1,2-dihydroquinoline;AKOS022178063;SB67718;AS-39017;SY105843;CS-0099450;EN300-749617;A856266;Z1255404536

Chemical Property of 5-Aminoquinolin-2(1H)-one

Chemical Property:

• Boiling Point: 416.7±45.0 °C(Predicted)
• PKA: 11.42±0.70(Predicted)
• PSA: 59.14000
• Density: 1.287±0.06 g/cm3(Predicted)
• LogP: 2.10380
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.7
• 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

5-Aminoquinolin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CC(=O)NC2=C1)N
• Uses: 5-Aminoquinolin-2(1H)-one is an intermediate in the synthesis of orally available transient receptor potential vanilloid 1 (TRPV1) antagonists.

Technology Process of 5-Aminoquinolin-2(1H)-one

There total 8 articles about 5-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: 97.0%

5-nitro-2<1H>quinolinone (6938-27-8) → 5-aminoquinolin-2(1H)-one (61317-32-6)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In acetic acid; for 24h;

Reference yield:

5-nitroquinolin-2-ol (6938-27-8) → 5-amino-quinolin-2-ol (61317-32-6)

Guidance literature:

With ethanol; nickel;

DOI:10.1021/ja01276a024

Reference yield:

5-nitroquinoline (607-34-1) → 5-amino-quinolin-2-ol (61317-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous sulfuric acid; sodium hypochlorite; NaOH-solution

2: Raney nickel; ethanol

With sodium hydroxide; sodium hypochlorite; ethanol; sulfuric acid; nickel;

DOI:10.1021/ja01276a024

upstream raw materials:

5-nitroquinolin-2-ol

5-nitroquinoline

5-nitro-2<1H>quinolinone

2-Chloroquinoline

Downstream raw materials:

5-{[4-(4-isopropyl-2-methoxyphenyl)-2-hydroxy-2-(trifluoromethyl)hexylidene]amino}-1H-quinolin-2-one

5-{[4-(3-ethyl-2-methoxyphenyl)-2-hydroxy-3-methyl-2-(trifluoromethyl)pentylidene]amino}-1H-quinolin-2-one