Quinoxaline-2,3-dicarboxylic acid

Base Information

• Chemical Name: Quinoxaline-2,3-dicarboxylic acid
• CAS No.: 6924-99-8
• Molecular Formula: C10H6N2O4
• Molecular Weight: 218.169
• European Community (EC) Number: 230-046-9
• NSC Number: 402845
• UNII: SA97RT8ZGP
• DSSTox Substance ID: DTXSID10219303
• Nikkaji Number: J265.963H
• Wikidata: Q83096224
• ChEMBL ID: CHEMBL1410615
• Mol file: 6924-99-8.mol

Synonyms:Quinoxaline-2,3-dicarboxylic acid;6924-99-8;2,3-quinoxalinedicarboxylic acid;SA97RT8ZGP;EINECS 230-046-9;NSC-402845;2,3-Quinoxalinedicarboxylicacid;NSC402845;UNII-SA97RT8ZGP;Oprea1_428806;MLS000043203;SCHEMBL351486;2,3-DICARBOXYQUINOXALINE;CHEMBL1410615;DTXSID10219303;HMS2415E16;AKOS003064962;CCG-114896;NSC 402845;AS-61491;SMR000019824;EU-0081967;D86438;SR-01000112425;SR-01000112425-1;Z57969737

Chemical Property of Quinoxaline-2,3-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 3.51E-08mmHg at 25°C
• Refractive Index: 1.734
• Boiling Point: 430.6 °C at 760 mmHg
• Flash Point: 214.2 °C
• Density: 1.615 g/cm³
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 218.03275668
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

99.5% ^*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)C(=O)O)C(=O)O

Technology Process of Quinoxaline-2,3-dicarboxylic acid

There total 13 articles about Quinoxaline-2,3-dicarboxylic acid 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%

dimethyl quinoxaline-2,3-dicarboxylate (54107-99-2) → Quinoxaline-2,3-dicarboxylic acid (6924-99-8)

Guidance literature:

dimethyl quinoxaline-2,3-dicarboxylate; With sodium hydroxide; In water; for 12h; Reflux;

With hydrogenchloride; In water;

DOI:10.1039/c3cc45469j

Reference yield: 90.0%

2-Methyl-pyrrolo[3,4-b]quinoxaline-1,3-dione (76039-54-8) → Quinoxaline-2,3-dicarboxylic acid (6924-99-8)

Guidance literature:

With sodium hydroxide;

DOI:10.1016/0040-4020(80)80077-9

Reference yield: 65.0%

copper(II) quinoxaline-2,3-dicarboxylate → Quinoxaline-2,3-dicarboxylic acid (6924-99-8)

Guidance literature:

With water; sodium hydroxide; at 90 ℃; for 2h;

upstream raw materials:

Phenazin

L-Tartaric acid

cyclohepta[b]quinoxalin-8-one oxime

1,2-diamino-benzene

Refernces

• 1、 Okumura, Sota,Takeda, Youhei,Kiyokawa, Kensuke,Minakata, Satoshi. "Hypervalent iodine(iii)-induced oxidative [4+2] annulation of o-phenylenediamines and electron-deficient alkynes: Direct synthesis of quinoxalines from alkyne substrates under metal-free conditions". . p. 9266 - 9268. Retrieved 2013/10/01.
• 2、 Augustin, M.,Kohler, M.,Faust, J.,Al-Holly, M. M.. "SYNTHESE VON CHINOXALIN- UND INDOL-2,3-DICARBONSAUREIMIDEN". . p. 1801 - 1805. Retrieved 2007/10/02.