4-Hydroxy-3-oxoquinoxaline-2-carbonitrile

Base Information

• Chemical Name: 4-Hydroxy-3-oxoquinoxaline-2-carbonitrile
• CAS No.: 160315-02-6
• Molecular Formula: C₉H₅N₃O₂
• Molecular Weight: 187.158
• DSSTox Substance ID: DTXSID40439931
• Wikidata: Q82256040
• Mol file: 160315-02-6.mol

Synonyms:160315-02-6;4-hydroxy-3-oxoquinoxaline-2-carbonitrile;cyanoquinoxalinone-n-oxide;2-Quinoxalinecarbonitrile,3-hydroxy-,4-oxide(9CI);DTXSID40439931

Chemical Property of 4-Hydroxy-3-oxoquinoxaline-2-carbonitrile

Chemical Property:

• PSA: 78.91000
• LogP: 0.50548
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 187.038176411
• Heavy Atom Count: 14
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(C(=O)N2O)C#N

Technology Process of 4-Hydroxy-3-oxoquinoxaline-2-carbonitrile

There total 4 articles about 4-Hydroxy-3-oxoquinoxaline-2-carbonitrile 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: 32.0%

3-chloro-2-quinoxalinecarbonitrile (40254-89-5) → 3-chloro-1-quinoxalinecarbonitrile 4-oxide + 3-hydroxy-2-quinoxalinecarbonitrile 4-oxide (160315-02-6)

Guidance literature:

With dihydrogen peroxide; trifluoroacetic acid; at 60 ℃; for 5h;

DOI:10.1002/jhet.5570310506

Reference yield:

benzofurazan oxide (480-96-6,68100-26-5) → 3-hydroxy-2-quinoxalinecarbonitrile 4-oxide (160315-02-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) triethylamine / 1.) DMF, o deg C, 2.) DMF, 10 deg C, 4 h

2: 2.) sodium ditionate / 1.) methanol, 50 deg C, 2 h, 2.) ethanol, water, 50 deg C, 3 h

3: 1.) 35percent HCl, acetic acid, 2.) sodium nitrite / 1.) 4 deg C, 20 min, 2.) water, RT, 6 h

4: 32 percent / trifluoroacetic acid, hydroge peroxide / 5 h / 60 °C

With hydrogenchloride; sodium dithionate; dihydrogen peroxide; acetic acid; triethylamine; trifluoroacetic acid; sodium nitrite;

DOI:10.1002/jhet.5570310506

Reference yield:

3-amino-2-quinoxalinecarbonitrile (36597-16-7) → 3-hydroxy-2-quinoxalinecarbonitrile 4-oxide (160315-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 35percent HCl, acetic acid, 2.) sodium nitrite / 1.) 4 deg C, 20 min, 2.) water, RT, 6 h

2: 32 percent / trifluoroacetic acid, hydroge peroxide / 5 h / 60 °C

With hydrogenchloride; dihydrogen peroxide; acetic acid; trifluoroacetic acid; sodium nitrite;

DOI:10.1002/jhet.5570310506

upstream raw materials:

3-chloro-2-quinoxalinecarbonitrile

benzofurazan oxide

3-amino-2-quinoxalinecarbonitrile

2-cyano-3-amino-quinoxaline-di-N-oxide