Quinoxaline-6-carboxylic acid

Base Information

• Chemical Name: Quinoxaline-6-carboxylic acid
• CAS No.: 6925-00-4
• Molecular Formula: C9H6N2O2
• Molecular Weight: 174.159
• Hs Code.: 29339900
• European Community (EC) Number: 623-529-4
• DSSTox Substance ID: DTXSID20350155
• Nikkaji Number: J3.483.808I
• Wikidata: Q72506015
• Mol file: 6925-00-4.mol

Synonyms:Quinoxaline-6-carboxylic acid;6925-00-4;6-Quinoxalinecarboxylic acid;MFCD01365834;SCHEMBL193423;DTXSID20350155;JGQDBVXRYDEWGM-UHFFFAOYSA-N;HMS1677G12;CS-D1100;BBL029360;Quinoxaline-6-carboxylic acid, 97%;STL253127;AKOS000268250;AC-3330;SDCCGMLS-0065958.P001;NCGC00329856-01;AM804237;SY004481;BB 0256588;FT-0621314;FT-0753605;EN300-17566;VU0421326-2;AB01324454-02;A836411;AM-807/25050007;11X-0826;J-524212;Z56957505;F1716-0520

Chemical Property of Quinoxaline-6-carboxylic acid

Chemical Property:

• Appearance/Colour: Tan solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 250 °C
• Refractive Index: 1.697
• Boiling Point: 355.1 °C at 760 mmHg
• PKA: 3.22±0.30(Predicted)
• Flash Point: 168.559 °C
• PSA: 63.08000
• Density: 1.421 g/cm³
• LogP: 1.32800
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 174.042927438
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-QuinoxalinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=NC=CN=C2C=C1C(=O)O
• Uses: 6-Quinoxalinecarboxylic Acid is an intermediate used in the production of antiprotozoal agents.

Technology Process of Quinoxaline-6-carboxylic acid

There total 9 articles about Quinoxaline-6-carboxylic 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: 89.0%

Glyoxal (131543-46-9,107-22-2) + 3,4-diaminobenzoic acid (619-05-6) → quinoxaline-6-carboxylic acid (6925-00-4)

Guidance literature:

With acetic acid; In ethanol; at 75 ℃;

Reference yield: 76.6%

methyl quinoxaline-6-carboxylate (23088-23-5) → quinoxaline-6-carboxylic acid (6925-00-4)

Guidance literature:

methyl quinoxaline-6-carboxylate; With sodium hydroxide; In ethanol; water; for 4h; Heating / reflux;

With hydrogenchloride; In ethanol; water; pH=4;

Reference yield: 61.0%

ethanolamine (141-43-5) + 3,4-diaminobenzoic acid (619-05-6) → quinoxaline-6-carboxylic acid (6925-00-4)

Guidance literature:

With cesiumhydroxide monohydrate; [(η⁶-p-cymene)₂Ru₂(2,7-bis(di-2-pyridinyl)-1,8-naphthyridine)Cl₂](PF₆)₂; oxygen; at 120 ℃; for 23h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.jorganchem.2014.10.028

upstream raw materials:

Chinoxalin-6-carbonsaeure-ethylester

glyoxal sodium bisulfite

3,4-diaminobenzoic acid

Glyoxal

Downstream raw materials:

7-hydroxy-quinoxaline-6-carboxylic acid

N-methoxy-N-methylquinoxaline-6-carboxamide

1-(quinoxalin-6-yl)ethan-1-one

C₁₉H₁₇F₂N₃O₃S₂

Refernces

• 1、 Tang, Wei-Hung,Liu, Yi-Hung,Peng, Shie-Ming,Liu, Shiuh-Tzung. "Ruthenium(II) η6-arene complexes containing a dinucleating ligand based on 1,8-naphthyridine". . p. 94 - 100. Retrieved 2015/01/08.
• 2、 -. "Novel Quinoxaline Derivatives and Their Medical Use". Page/Page column 6. . Retrieved 2009/12/05.