Ethyl 6,7-dichloro-3-hydroxyquinoxaline-2-carboxylate

Base Information

• Chemical Name: Ethyl 6,7-dichloro-3-hydroxyquinoxaline-2-carboxylate
• CAS No.: 60578-70-3
• Molecular Formula: C₁₁H₈Cl₂N₂O₃
• Molecular Weight: 287.102
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80422504
• Nikkaji Number: J2.489.494K
• Mol file: 60578-70-3.mol

Synonyms:60578-70-3;Ethyl 6,7-dichloro-3-hydroxyquinoxaline-2-carboxylate;Ethyl 6,7-Dichloro-3,4-dihydro-3-oxo-2-quinoxalinecarboxylate;ethyl 6,7-dichloro-3-oxo-4H-quinoxaline-2-carboxylate;SCHEMBL2552563;SCHEMBL9703575;DTXSID80422504;AKOS015843458;FT-0668220;A913712;J-521166;ethyl 6,7-dichloro-3-oxo-3,4-dihydroquinoxaline-2-carboxylate;Ethyl6,7-Dichloro-3,4-dihydro-3-oxo-2-quinoxalinecarboxylate;3-Hydroxy-6,7-dichloroquinoxaline-2-carboxylic acid ethyl ester;ethyl 6,7-dichloro-3,4-dihydro-3-oxo-2-quinoxaline carboxylate;2-Quinoxalinecarboxylic acid, 6,7-dichloro-3,4-dihydro-3-oxo-, ethyl ester

Chemical Property of Ethyl 6,7-dichloro-3-hydroxyquinoxaline-2-carboxylate

Chemical Property:

• PSA: 72.31000
• Density: 1.58g/cm³
• LogP: 2.81890
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 285.9911975
• Heavy Atom Count: 18
• Complexity: 400

Purity/Quality:

97% ^*data from raw suppliers

Ethyl6,7-Dichloro-3,4-dihydro-3-oxo-2-quinoxalinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC2=CC(=C(C=C2NC1=O)Cl)Cl
• Uses: A Quinoxaline analogue as NMDA receptor antagonist.

Technology Process of Ethyl 6,7-dichloro-3-hydroxyquinoxaline-2-carboxylate

There total 6 articles about Ethyl 6,7-dichloro-3-hydroxyquinoxaline-2-carboxylate 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: 94.0%

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) + Diethyl ketomalonate (609-09-6) → 6,7-dichloro-3-oxo-3,4-dihydro-quinoxaline-2-carboxylic acid ethyl ester (60578-70-3)

Guidance literature:

With citric acid; In ethanol; at 20 ℃; for 0.0166667h;

DOI:10.1016/j.cclet.2010.11.002

Reference yield: 67.0%

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) + Diethyl 2-bromomalonate (685-87-0) → ethyl 6,7-dichloro-3-hydroxyquinoxaline-2-carboxylate (60578-70-3)

Guidance literature:

4,5-Dichloro-1,2-phenylenediamine; Diethyl 2-bromomalonate; at 20 ℃; under vacuum;

Further stages.; aerial oxidative aromatization;

DOI:10.1016/j.tetlet.2007.06.065

Reference yield:

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) + Diethyl ketomalonate (609-09-6) → ethyl 6,7-dichloro-3-hydroxyquinoxaline-2-carboxylate (60578-70-3)

Guidance literature:

With acetic acid; In N,N-dimethyl-formamide;

upstream raw materials:

1,2-dichloro-4,5-dinitrobenzene

4,5-Dichloro-1,2-phenylenediamine

Diethyl ketomalonate

Diethyl 2-bromomalonate

Downstream raw materials:

2,6,7-trichloro-quinoxaline

6,7-dichloroquinoxaline-2(1H)-one

6,7-Dichloro-3,4-dihydro-3-oxo-2-quinoxaline carboxylic acid

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