2,5-Dichloroquinoxaline

Base Information

• Chemical Name: 2,5-Dichloroquinoxaline
• CAS No.: 55687-05-3
• Molecular Formula: C8H4Cl2N2
• Molecular Weight: 199.04
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10443388
• Wikidata: Q82261164
• Mol file: 55687-05-3.mol

Synonyms:2,5-dichloroquinoxaline;55687-05-3;2,5-dichloro-quinoxaline;SCHEMBL2320859;DTXSID10443388;CHEBI:188850;UMVYPMIZWHTLFF-UHFFFAOYSA-N;AMY26897;MFCD11846477;AKOS015904715;DS-2523;CS-0042647;FT-0774500;EN300-3177587;A870130;Z1255491533

Chemical Property of 2,5-Dichloroquinoxaline

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Melting Point: 295 °C (approx, decomp)
• Boiling Point: 290.45°C at 760 mmHg
• PKA: -3.34±0.30(Predicted)
• Flash Point: 157.098°C
• PSA: 25.78000
• Density: 1.487g/cm³
• LogP: 2.93660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 197.9751535
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

NLT 98% ^*data from raw suppliers

2,5-Dichloroquinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=NC(=CN=C2C(=C1)Cl)Cl
• Uses: 2,5-Dichloroquinoxaline is used in the synthetic preparation of chloroquinoxalines from (chloro)nitroanilines in synthesis of (chloroquinoxalinyloxy)phenoxypropionic acid analogs as antitumor agents.

Technology Process of 2,5-Dichloroquinoxaline

There total 9 articles about 2,5-Dichloroquinoxaline 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: 70.0%

5-chloro-2-quinoxalinol (55687-19-9) → 2,5-dichloroquinoxaline (55687-05-3)

Guidance literature:

With trichlorophosphate; for 1h; Heating;

DOI:10.1021/jm0005149

Reference yield: 32.0%

5-chloroquinoxaline-2(1H)-one (55687-19-9) → 2,5-dichloroquinoxaline (55687-05-3)

Guidance literature:

With trichlorophosphate; at 90 ℃; for 3h; Product distribution / selectivity;

Reference yield: 11.0%

→ 2,5-dichloroquinoxaline (55687-05-3) + N-(5-chloro-2-quinoxalinyl)-2,3-dihydro-1-methyl-1H-indole-5-sulfonamide

Guidance literature:

upstream raw materials:

5-chloroquinoxaline-2(1H)-one

5-chloro-2-quinoxalinol

2-chloro-6-nitroaniline

5-chloro-3,4-dihydro-quinoxalin-2-ol

Downstream raw materials:

2-(3-bromophenoxy)-5-chloroquinoxaline

4-amino-N-(5-chloro-2-quinoxalinyl)benzenesulfonamide

Refernces

• 1、 Hazeldine,Polin,Kushner,Paluch,White,Edelstein,Palomino,Corbett,Horwitz. "Design, synthesis, and biological evaluation of analogues of the antitumor agent, 2-{4-[(7-chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid (XK469)". . p. 1758 - 1776. Retrieved 2007/10/03.
• 2、 Lumma Jr.,Hartman,Saari,Engelhardt,Lotti,Stone. "Piperazinylquinoxalines with central serotoninmimetic activity". . p. 93 - 101. Retrieved 2007/10/02.