2,3-Bis(2-pyridyl)quinoxaline

Base Information

• Chemical Name: 2,3-Bis(2-pyridyl)quinoxaline
• CAS No.: 23309-74-2
• Molecular Formula: C18H12 N4
• Molecular Weight: 284.32
• NSC Number: 97037
• UNII: 54B398VV93
• DSSTox Substance ID: DTXSID30177870
• Nikkaji Number: J644.890I
• Wikidata: Q27210556
• ChEMBL ID: CHEMBL264381
• Mol file: 23309-74-2.mol

Synonyms:2,3-BIS(2-PYRIDYL)QUINOXALINE;23309-74-2;2,3-dipyridin-2-ylquinoxaline;2,3-di(2-pyridyl)quinoxaline;2,3-di(pyridin-2-yl)quinoxaline;NSC97037;NSC 97037;2,3-di-2-pyridinylquinoxaline;Quinoxaline, 2,3-di-2-pyridinyl-;NSC-97037;54B398VV93;Cambridge id 5480476;MLS000066773;CHEMBL264381;SCHEMBL2061612;UNII-54B398VV93;2,3-bis(2-pyridinyl)quinoxaline;DTXSID30177870;CHEBI:121943;HMS1583E09;HMS2465A03;CCG-51572;STK371852;AKOS000678942;SDCCGMLS-0010421.P002;SMR000069724;CS-0336305;SR-01000396817;SR-01000396817-1;SR-01000396817-3;Q27210556

Chemical Property of 2,3-Bis(2-pyridyl)quinoxaline

Chemical Property:

• Vapor Pressure: 2.3E-07mmHg at 25°C
• Boiling Point: 435°Cat760mmHg
• Flash Point: 193.3°C
• Density: 1.252g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 284.106196400
• Heavy Atom Count: 22
• Complexity: 327

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(C(=N2)C3=CC=CC=N3)C4=CC=CC=N4

Technology Process of 2,3-Bis(2-pyridyl)quinoxaline

There total 5 articles about 2,3-Bis(2-pyridyl)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: 47.0%

2,2'-Pyridil (492-73-9) + 2-nitro-aniline (88-74-4) → 2,3-bis(2-pyridyl)quinoxaline (23309-74-2)

Guidance literature:

With indium; acetic acid; In methanol; at 50 ℃; for 1.83333h; Inert atmosphere;

DOI:10.1016/j.tet.2015.01.007

Reference yield:

2-hydroxy-1,2-di-2-pyridylethanone (1141-06-6) + 1,2-diamino-benzene (95-54-5) → 2,3-bis(2-pyridyl)quinoxaline (23309-74-2)

Guidance literature:

With oxygen; calcium oxide; In ethylene glycol; at 80 ℃; for 8h; under 760.051 Torr;

DOI:10.1246/cl.2012.488

Reference yield:

2-hydroxy-1,2-di-2-pyridylethanone (1141-06-6) → 2,3-bis(2-pyridyl)quinoxaline (23309-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethyl sulfoxide; iodine / 6 h / 100 °C

2: iodine / dimethyl sulfoxide / 12 h / 20 °C

With iodine; dimethyl sulfoxide; In dimethyl sulfoxide;

DOI:10.1016/j.tet.2015.02.003

upstream raw materials:

2-hydroxy-1,2-di-2-pyridylethanone

1,2-diamino-benzene

pyridine-2-carbaldehyde

2,2'-Pyridil

Downstream raw materials:

{(2,3-bis(2-pyridyl)quinoxaline)(triphenylphosphine)2H₂Rh} hexafluorophosphate

[(η(5)-indenyl)Ru(PPh3)(bis-pyridylquinoxaline)]PF6

(Mo(CO)3(P(C₆H₅)3))2(C₈H₄N₂(C₅H₄N)2)

Refernces

• 1、 Zhang, Zeyuan,Xie, Caixia,Feng, Lei,Ma, Chen. "PTSA-catalyzed one-pot synthesis of quinoxalines using DMSO as the oxidant". . p. 1507 - 1518. Retrieved 2016/09/28.
• 2、 Go, Ahra,Lee, Geunsoo,Kim, Jaeho,Bae, Seolhee,Lee, Byung Min,Kim, Byeong Hyo. "One-pot synthesis of quinoxalines from reductive coupling of 2-nitroanilines and 1,2-diketones using indium". . p. 1215 - 1226. Retrieved 2015/03/04.