6-Nitroquinoxaline

Base Information

• Chemical Name: 6-Nitroquinoxaline
• CAS No.: 6639-87-8
• Molecular Formula: C8H5N3O2
• Molecular Weight: 175.147
• Hs Code.: 2933990090
• European Community (EC) Number: 623-149-9
• NSC Number: 48950
• DSSTox Substance ID: DTXSID70216616
• Nikkaji Number: J477.655K
• Wikidata: Q83092864
• ChEMBL ID: CHEMBL380630
• Mol file: 6639-87-8.mol

Synonyms:6-nitroquinoxaline;6639-87-8;Quinoxaline, 6-nitro-;TCMDC-123943;6-nitro-quinoxaline;MFCD00462822;CHEMBL380630;NSC48950;NSC 48950;Quinoxaline,6-nitro-;6-Nitroquinoxaline, 97%;SCHEMBL212004;WLN: T66 BN ENJ HNW;DTXSID70216616;YLKFDRWBZAALPN-UHFFFAOYSA-N;AMY14055;BCP20131;BDBM50182127;NSC-48950;STK735878;AKOS001740024;AC-30702;SY007246;CS-0035479;FT-0680085;12P-625;A867465;J-518966;InChI=1/C8H5N3O2/c12-11(13)6-1-2-7-8(5-6)10-4-3-9-7/h1-5

Chemical Property of 6-Nitroquinoxaline

Chemical Property:

• Vapor Pressure: 1.97E-07mmHg at 25°C
• Melting Point: 169-171°C
• Refractive Index: 1.694
• Boiling Point: 341.7 °C at 760 mmHg
• PKA: -2.07±0.30(Predicted)
• Flash Point: 160.5 °C
• PSA: 71.60000
• Density: 1.437 g/cm³
• LogP: 2.06120
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 175.038176411
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-NitroQuinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=NC=CN=C2C=C1[N+](=O)[O-]

Technology Process of 6-Nitroquinoxaline

There total 9 articles about 6-Nitroquinoxaline 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%

Glyoxal (131543-46-9,107-22-2) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 6-nitroquinoxaline (6639-87-8)

Guidance literature:

In ethanol; water; for 16h; Reflux;

Reference yield: 89.0%

glyoxal sodium bisulfite (517-21-5) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 6-nitroquinoxaline (6639-87-8)

Guidance literature:

With water; at 70 ℃; for 1h;

DOI:10.1039/a809838g

Reference yield: 70.0%

ethylene glycol (107-21-1) + 4-Nitrophenylene-1,2-diamine (99-56-9) → 6-nitroquinoxaline (6639-87-8)

Guidance literature:

In diethylene glycol dimethyl ether; at 140 ℃; for 24h;

DOI:10.1016/j.jcat.2012.05.002

upstream raw materials:

glyoxal sodium bisulfite

4-Nitrophenylene-1,2-diamine

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

2,3-diethynylquinoxaline

Downstream raw materials:

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

6-aminoquinoxaline

6-nitro-2-<(p-tolylsulfonyl)methyl>quinoxaline

6-nitro-2-<1-(phenylsulfonyl)ethyl>quinoxaline

Refernces

• 1、 Satam, Vijay S.,Rajule, Rajkumar N.,Jagtap, Amit R.,Bendre, Samir R.,Pati, Hari N.,Kanetkar, Vinod R.. "Synthesis and characterization of novel fluorescent compounds derived from 1,4-diethyl-1,2,3,4-tetrahydro-6-nitroquinoxaline". . p. 1066 - 1072. Retrieved 2010.
• 2、 Bach, Stéphane,Dorcet, Vincent,El Osmani, Nour,Erb, William,Fajloun, Ziad,Lassagne, Frédéric,Mongin, Florence,Mongin, Olivier,Picot, Laurent,Richy, Nicolas,Robert, Thomas,Roisnel, Thierry,Sims, Joshua M.,Thiéry, Valérie. "Thiazolo[5,4-f]quinoxalines, Oxazolo[5,4-f]quinoxalines and Pyrazino[b,e]isatins: Synthesis from 6-Aminoquinoxalines and Properties". supporting information. p. 2756 - 2763. Retrieved 2021/06/25.
• 3、 -. "Compound used as EGFR kinase inhibitor and application thereof". Paragraph 0422; 0425; 0445-0447. . Retrieved 2021/05/22.