2-(3-Nitrophenyl)quinoxaline

Base Information

• Chemical Name: 2-(3-Nitrophenyl)quinoxaline
• CAS No.: 5021-44-3
• Molecular Formula: C14H9 N3 O2
• Molecular Weight: 251.244
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60353281
• Wikidata: Q82130766
• ChEMBL ID: CHEMBL1604188
• Mol file: 5021-44-3.mol

Synonyms:2-(3-nitrophenyl)quinoxaline;5021-44-3;CBDivE_014738;MLS001044421;SCHEMBL1463396;CHEMBL1604188;2-(3-Nitro-phenyl)-quinoxaline;DTXSID60353281;HMS2784D17;Quinoxaline, 2-(3-nitrophenyl)-;MFCD00430477;STK388031;AKOS003646744;SMR000424782;CS-0323045;FT-0680319;3T-0651;J-505822

Chemical Property of 2-(3-Nitrophenyl)quinoxaline

Chemical Property:

• Vapor Pressure: 1.94E-07mmHg at 25°C
• Melting Point: 184-185°C
• Boiling Point: 437.3°Cat760mmHg
• PKA: -0.29±0.30(Predicted)
• Flash Point: 218.3°C
• PSA: 71.60000
• Density: 1.342g/cm³
• LogP: 3.72820
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 251.069476538
• Heavy Atom Count: 19
• Complexity: 331

Purity/Quality:

98%min ^*data from raw suppliers

2-(3-Nitrophenyl)quinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CC(=N2)C3=CC(=CC=C3)[N+](=O)[O-]

Technology Process of 2-(3-Nitrophenyl)quinoxaline

There total 5 articles about 2-(3-Nitrophenyl)quinoxaline 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%

1,2-diamino-benzene (95-54-5) + 3'-nitro-2-bromoacetophenone (2227-64-7) → 2-(3-nitrophenyl)quinoxaline (5021-44-3)

Guidance literature:

With sodium hydrogencarbonate; In dimethyl sulfoxide; at 120 ℃; for 24h;

DOI:10.14233/ajchem.2015.18680

Reference yield: 35.0%

2-phenylquinoxaline (5021-43-2) → 2-(3-nitrophenyl)quinoxaline (5021-44-3)

Guidance literature:

With dodecacarbonyl-triangulo-triruthenium; copper(II) nitrate trihydrate; oxone||potassium monopersulfate triple salt; tetrabutylammonium acetate; silver trifluoroacetate; In 1,2-dichloro-ethane; at 95 ℃; for 36h; regioselective reaction; Sealed tube;

DOI:10.1021/jacs.6b03402

Reference yield:

3-nitrophenylglyoxal (6890-77-3) + 1,2-diamino-benzene (95-54-5) → 2-(3-nitrophenyl)quinoxaline (5021-44-3)

Guidance literature:

With ethanol;

DOI:10.1021/ja01651a072

upstream raw materials:

3-nitrophenylglyoxal

1,2-diamino-benzene

3'-nitro-2-bromoacetophenone

3-Nitroacetophenone

Downstream raw materials:

(S)-2-(3-nitrophenyl)-1,2,3,4-tetrahydroquinoxaline

3-(quinoxalin-2-yl)benzenamine

Refernces

• 1、 Tejeswararao. "Recyclable acidic br?nsted ionic liquid catalyzed synthesis of quinoxaline". . p. 2843 - 2845. Retrieved 2016/07/12.
• 2、 Fan, Zhoulong,Ni, Jiabin,Zhang, Ao. "Meta-Selective CAr-H Nitration of Arenes through a Ru3(CO)12-Catalyzed Ortho-Metalation Strategy". supporting information. p. 8470 - 8475. Retrieved 2016/07/26.