3-(4-Bromophenyl)quinoxalin-2(1H)-one

Base Information

• Chemical Name: 3-(4-Bromophenyl)quinoxalin-2(1H)-one
• CAS No.: 21453-02-1
• Molecular Formula: C14H9BrN2O
• Molecular Weight: 301.142
• DSSTox Substance ID: DTXSID30493805
• Wikidata: Q82340758
• Mol file: 21453-02-1.mol

Synonyms:3-(4-Bromophenyl)quinoxalin-2(1H)-one;21453-02-1;DTXSID30493805

Chemical Property of 3-(4-Bromophenyl)quinoxalin-2(1H)-one

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 299.98983
• Heavy Atom Count: 18
• Complexity: 361

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=O)C(=N2)C3=CC=C(C=C3)Br

Technology Process of 3-(4-Bromophenyl)quinoxalin-2(1H)-one

There total 18 articles about 3-(4-Bromophenyl)quinoxalin-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: 99.0%

4-bromophenylglyoxylic acid (7099-87-8) + 1,2-diamino-benzene (95-54-5) → 3-(4-bromophenyl)quinoxalin-2(1H)-one (21453-02-1)

Guidance literature:

With air; In water; at 110 ℃; for 1h; Green chemistry;

DOI:10.1021/acs.joc.1c01497

Reference yield: 95.0%

4-bromo-1-ethynylbenzene (766-96-1) + 1,2-diamino-benzene (95-54-5) → 3-(4-bromophenyl)quinoxalin-2-ol (21453-02-1)

Guidance literature:

With oxygen; potassium carbonate; copper(l) chloride; In methanol; acetonitrile; at 25 ℃; for 2h; Irradiation; Green chemistry;

DOI:10.1039/c3pp50186h

Reference yield: 89.0%

C8H4Br2O2 + 1,2-diamino-benzene (95-54-5) → 3-(4-bromophenyl)quinoxalin-2(1H)-one (21453-02-1)

Guidance literature:

at 20 ℃;

DOI:10.1002/jhet.1557

upstream raw materials:

4-bromo-1-ethynylbenzene

1,2-diamino-benzene

methyl 4-bromophenylglyoxalate

methyl 2-(4-bromophenyl)-2-diazoacetate

Downstream raw materials:

3-(4-bromophenyl)-1-methylquinoxalin-2(1H)-one

2-(4-bromophenyl)-3-phenylquinoxaline