6-aminoquinoxaline-2,3(1H,4H)-dione

Base Information

• Chemical Name: 6-aminoquinoxaline-2,3(1H,4H)-dione
• CAS No.: 6973-93-9
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• European Community (EC) Number: 807-327-5
• NSC Number: 48962
• UNII: 6MO9U2N25F
• DSSTox Substance ID: DTXSID90220033
• Nikkaji Number: J2.050.984H
• Wikidata: Q83097096
• ChEMBL ID: CHEMBL4786118
• Mol file: 6973-93-9.mol

Synonyms:6973-93-9;6-aminoquinoxaline-2,3(1H,4H)-dione;6-amino-1,4-dihydroquinoxaline-2,3-dione;6-Amino-2,3-dihydroxyquinoxaline;Quinoxaline-6-amine, 2,3-dihydro-;6-Amino-2,3-dihydroxychinoxaline;6-aminoquinoxaline-2,3-diol;6-amino-1,2,3,4-tetrahydroquinoxaline-2,3-dione;6MO9U2N25F;NSC-48962;NSC 48962;BRN 0168146;6-Amino-1,4-dihydro-quinoxaline-2,3-dione;NSC48962;UNII-6MO9U2N25F;Oprea1_621857;2,3-Quinoxalinedione,6-amino-1,4-dihydro-(9CI);4-25-00-04192 (Beilstein Handbook Reference);SCHEMBL2125814;SCHEMBL8556891;SCHEMBL9807438;CHEMBL4786118;DTXSID90220033;DNCKPMPEGDANJK-UHFFFAOYSA-N;BBL030834;MFCD00843571;MFCD07643256;STL301426;AKOS000200780;AKOS003232122;6-amino-2,3(1H,4H)-quinoxalinedione;AS-62295;CS-0102806;2,3-Quinoxalinedione, 6-amino-1,4-dihydro-;EN300-24026;6-AMINO-1,4-DIHYDRO-2,3-QUINOXALINEDIONE;F2124-0471;Z168818400

Chemical Property of 6-aminoquinoxaline-2,3(1H,4H)-dione

Chemical Property:

• Vapor Pressure: 6.68E-14mmHg at 25°C
• Refractive Index: 1.648
• Boiling Point: 576.7°C at 760 mmHg
• Flash Point: 302.6°C
• PSA: 91.74000
• Density: 1.433g/cm³
• LogP: 0.37980
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 254

Purity/Quality:

97% ^*data from raw suppliers

6-amino-1,2,3,4-tetrahydroquinoxaline-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-aminoquinoxaline-2,3(1H,4H)-dione

There total 11 articles about 6-aminoquinoxaline-2,3(1H,4H)-dione 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: 90.0%

6-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione (2379-56-8) → 6-amino-1,2,3,4-tetrahydroquinoxaline-2,3-dione (6973-93-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; under 1551.44 Torr;

DOI:10.1021/ja048331p

Reference yield: 79.0%

oxalic acid diethyl ester (95-92-1) + benzene-1,2,4-triamine (615-71-4) → 6-amino-1,2,3,4-tetrahydroquinoxaline-2,3-dione (6973-93-9)

Guidance literature:

With ytterbium triflare; at 80 ℃; for 1h;

DOI:10.1081/SCC-120030683

Reference yield:

4-Nitrophenylene-1,2-diamine (99-56-9) → 6-amino-1,2,3,4-tetrahydroquinoxaline-2,3-dione (6973-93-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 24 h / Heating

2: 90 percent / H₂ / Pd/C / ethyl acetate; ethanol / 1551.44 Torr

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate;

DOI:10.1021/ja048331p

upstream raw materials:

6-amino-2,3-dimethoxyquinoxaline

6-nitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione

(2,4-dinitro-phenyl)-oxalamic acid

6-chloro-7-nitroquinoxaline-2,3(1H,4H)-dione