3-amino-5-hydroxyquinoxalin-2(1H)-one

Base Information

• Chemical Name: 3-amino-5-hydroxyquinoxalin-2(1H)-one
• CAS No.: 659729-85-8
• Molecular Formula: C8H7 N3 O2
• Molecular Weight: 177.162
• DSSTox Substance ID: DTXSID10587796
• Wikidata: Q72438085
• Mol file: 659729-85-8.mol

Synonyms:659729-85-8;3-amino-5-hydroxyquinoxalin-2(1H)-one;3-Amino-5-hydroxyquinoxalin-2-(1H)-one;2(1H)-Quinoxalinone, 3-amino-5-hydroxy;3-amino-5-hydroxy-1H-quinoxalin-2-one;3-amino-5-hydroxy-2(1H)-Quinoxalinone;2(1H)-Quinoxalinone,3-amino-5-hydroxy-;3-amino-5-hydroxy-1,2-dihydroquinoxalin-2-one;SCHEMBL1042351;DTXSID10587796;XAHSYCVRKXYTQU-UHFFFAOYSA-N;AMY16135;AKOS015910032;2(1H)-Quinoxalinone,3-Amino-5-hydroxy;A8919;F14454;A835294;J-505328

Chemical Property of 3-amino-5-hydroxyquinoxalin-2(1H)-one

Chemical Property:

• PKA: 9.08±0.20(Predicted)
• PSA: 92.00000
• Density: 1.686g/cm³
• LogP: 0.79210
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-5-hydroxyquinoxalin-2(1H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-amino-5-hydroxyquinoxalin-2(1H)-one

There total 2 articles about 3-amino-5-hydroxyquinoxalin-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:

3-amino-5-methoxy-1H-quinoxalin-2-one (659729-79-0) → 3-amino-5-hydroxy-1H-quinoxalin-2-one (659729-85-8)

Guidance literature:

With aluminium trichloride; In benzene; for 2h; Heating;

DOI:10.1021/jm070190p

Reference yield:

3-methoxy-benzene-1,2-diamine hydrogen sulfate → 3-amino-5-hydroxy-1H-quinoxalin-2-one (659729-85-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 23 percent / NaHCO₃ / ethanol; H₂O / 16 h / 20 °C

2: AlCl₃ / benzene / 2 h / Heating

With aluminium trichloride; sodium hydrogencarbonate; In ethanol; water; benzene;

DOI:10.1021/jm070190p

Reference yield: 80.0%

3-amino-5-hydroxy-1H-quinoxalin-2-one (659729-85-8) + N-(2-(6-chloropyrimidin-4-yl)-5-(trifluoromethyl)phenyl)picolinamide (1022085-43-3) → C25H16F3N7O3 (1022085-51-3)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 19h;

DOI:10.1021/jm7014638

upstream raw materials:

3-amino-5-methoxy-1H-quinoxalin-2-one

Downstream raw materials:

3-amino-5-(2-chloro-6-(4-(trifluoromethyl)phenyl)pyrimidin-4-yloxy)quinoxalin-2(1H)-one

tert-butyl 2-(6-(3-amino-2-oxo-1,2-dihydroquinoxalin-5-yloxy)pyrimidin-4-yl)-5-(trifluoromethyl)phenylcarbamate

C₂₄H₂₂F₃N₇O₃

C₂₅H₁₆F₃N₇O₃