Dimethyl quinoxaline-2,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl quinoxaline-2,3-dicarboxylate
• CAS No.: 54107-99-2
• Molecular Formula: C12H10N2O4
• Molecular Weight: 246.222
• NSC Number: 169715
• DSSTox Substance ID: DTXSID40305203
• Nikkaji Number: J1.695.002E
• Wikidata: Q82051699
• Mol file: 54107-99-2.mol

Synonyms:dimethyl quinoxaline-2,3-dicarboxylate;54107-99-2;NSC169715;DTXSID40305203;NSC-169715;dimethyl quinoxa-line-2,3-dicarboxylate;10.14272/KJGMTJLKKFWUBJ-UHFFFAOYSA-N.1;doi:10.14272/KJGMTJLKKFWUBJ-UHFFFAOYSA-N.1

Chemical Property of Dimethyl quinoxaline-2,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.000159mmHg at 25°C
• Boiling Point: 331.2°Cat760mmHg
• Flash Point: 154.1°C
• Density: 1.325g/cm³
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 246.06405680
• Heavy Atom Count: 18
• Complexity: 302

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC2=CC=CC=C2N=C1C(=O)OC

Technology Process of Dimethyl quinoxaline-2,3-dicarboxylate

There total 14 articles about Dimethyl quinoxaline-2,3-dicarboxylate 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: 92.0%

1,2-diamino-benzene (95-54-5) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl quinoxaline-2,3-dicarboxylate (54107-99-2)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In N,N-dimethyl-formamide; at -20 ℃; for 24h; Time; Solvent; Temperature; Inert atmosphere; Darkness;

DOI:10.1039/c3cc45469j

Reference yield: 72.0%

dimethyl 2-(phenyl-amino)-2-butendioate (4916-29-4,10567-58-5,54494-74-5) → dimethyl quinoxaline-2,3-dicarboxylate (54107-99-2)

Guidance literature:

With sodium azide; [bis(acetoxy)iodo]benzene; In 1,2-dichloro-ethane; at 0 - 27 ℃;

DOI:10.1039/c6ob00447d

Reference yield: 69.0%

1,2-diamino-benzene (95-54-5) + dimethyl 2-bromo-2H-azirine-2,3-dicarboxylate (221171-89-7) → dimethyl quinoxaline-2,3-dicarboxylate (54107-99-2)

Guidance literature:

In N,N-dimethyl-formamide; for 2h; ultrasound;

DOI:10.1021/jo010504v

upstream raw materials:

methanol

Quinoxaline-2,3-dicarboxylic acid

dimethyl dihydroxyfumarate

benzo[1,2,5]thiadiazole

Downstream raw materials:

3-hydroxy-1H-benzo[g]pteridine-2,4-dione

3-benzenesulfonyloxyalloxazine

2-aminoquinoxaline-3-carboxylic acid

Quinoxaline-2,3-dicarboxylic acid