2-Piperazin-1-YL-quinoxaline

Base Information

• Chemical Name: 2-Piperazin-1-YL-quinoxaline
• CAS No.: 55686-91-4
• Molecular Formula: C12H14N4
• Molecular Weight: 214.27
• ChEMBL ID: CHEMBL6780
• DSSTox Substance ID: DTXSID70473782
• Nikkaji Number: J2.293.723E
• Wikidata: Q82303405
• Mol file: 55686-91-4.mol

Synonyms:2-(Piperazin-1-yl)quinoxaline;55686-91-4;2-PIPERAZIN-1-YL-QUINOXALINE;2-piperazin-1-ylquinoxaline;2-Piperazinylquinoxaline;2- Piperazinylquinoxaline;CHEMBL6780;4-(2-quinoxalinyl)piperazine;4-(2-quinoxalinyl) piperazine;SCHEMBL2114532;2-(piperazin-1-yl)-quinoxaline;DTXSID70473782;RELPOLSGTUYMFR-UHFFFAOYSA-N;2-(1-PIPERAZINYL)QUINOXALINE;AKOS011646269;AB64886;FT-0714199;EN300-1837859;A918407

Chemical Property of 2-Piperazin-1-YL-quinoxaline

Chemical Property:

• Boiling Point: 407.6±35.0 °C(Predicted)
• PKA: 8.58±0.10(Predicted)
• PSA: 41.05000
• Density: 1.201±0.06 g/cm3(Predicted)
• LogP: 1.43320
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 214.121846464
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

2-(Piperazin-1-yl)quinoxaline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCN1)C2=NC3=CC=CC=C3N=C2

Technology Process of 2-Piperazin-1-YL-quinoxaline

There total 6 articles about 2-Piperazin-1-YL-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: 95.0%

piperazine (110-85-0) + 2-chloroquinoxaline (1448-87-9) → 2-(1-piperazinyl)-quinoxaline (55686-91-4)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 0.166667h;

DOI:10.1021/acs.orglett.6b02591

Reference yield: 77.0%

piperazine (110-85-0) + 2-hydroxyquinoxaline (1196-57-2,144499-26-3) → 2-(1-piperazinyl)-quinoxaline (55686-91-4)

Guidance literature:

2-hydroxyquinoxaline; With trichlorophosphate; for 12h;

piperazine; In toluene; at 0 ℃; for 24.5h; Reflux;

Reference yield:

tert-butyl 4-(quinoxalin-2-yl)piperazine-1-carboxylate → 2-(1-piperazinyl)-quinoxaline (55686-91-4)

Guidance literature:

tert-butyl 4-(quinoxalin-2-yl)piperazine-1-carboxylate; With macroporous polymer-supported-SO₃H; In dichloromethane; at 20 ℃;

With ammonium hydroxide; In methanol;

DOI:10.1016/j.tetlet.2006.02.047

upstream raw materials:

piperazine

2-chloroquinoxaline

2-hydroxyquinoxaline

1,2-diamino-benzene

Downstream raw materials:

4-{4-[2-(4-(quinoxalin-2-yl)piperazin-1-yl)ethyl]phenyl}thiazol-2-amine

N-methyl-4-{4-[2-(4-(quinoxalin-3-yl)piperazin-1-yl)ethyl]phenyl}thiazol-2-amine

5-methyl-4-{4-[2-(4-(quinoxalin-2-yl)piperazin-1-yl)ethyl]phenyl}thiazol-2-amine

4-{4-[2-(4-(quinoxalin-2-yl)piperazin-1-yl)ethyl]phenyl}thiazol-2-ol

Refernces

• 1、 Reilly, Sean W.,Mach, Robert H.. "Pd-Catalyzed Synthesis of Piperazine Scaffolds under Aerobic and Solvent-Free Conditions". supporting information. p. 5272 - 5275. Retrieved 2016/10/31.
• 2、 Perez-Silanes, Silvia,Berrade, Luis,Garcia-Sanchez, Rory N.,Mendoza, Adela,Galiano, Silvia,Perez-Solorzano, Berta Martin,Nogal-Ruiz, Juan J.,Martinez-Fernandez, Antonio R.,Aldana, Ignacio,Monge, Antonio. "New 1-aryl-3-substituted propanol derivatives as antimalarial agents". experimental part. p. 4120 - 4135. Retrieved 2010/03/04.