Quinoxaline-6-carbaldehyde

Base Information

• Chemical Name: Quinoxaline-6-carbaldehyde
• CAS No.: 130345-50-5
• Molecular Formula: C9H6N2O
• Molecular Weight: 158.159
• Hs Code.: 2933990090
• European Community (EC) Number: 640-712-4
• DSSTox Substance ID: DTXSID30354124
• Wikidata: Q72506011
• Mol file: 130345-50-5.mol

Synonyms:Quinoxaline-6-carbaldehyde;130345-50-5;quinoxaline-6-carboxaldehyde;6-quinoxalinecarboxaldehyde;MFCD00805834;6-Formylquinoxaline;SCHEMBL97820;DTXSID30354124;UGOIXUFOAODGNI-UHFFFAOYSA-N;BCP26540;STK802549;AKOS000270311;AB07316;PS-3977;quinoxaline-6-carbaldehyde, AldrichCPR;SB32688;SY042757;AM20070307;BB 0216343;CS-0018922;FT-0643129;EN300-54198;W-205325;F0178-0077;Z208191808

Chemical Property of Quinoxaline-6-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000331mmHg at 25°C
• Melting Point: 130-131 °C
• Refractive Index: 1.7
• Boiling Point: 319.783 °C at 760 mmHg
• PKA: -0.24±0.30(Predicted)
• Flash Point: 151.632 °C
• PSA: 42.85000
• Density: 1.3 g/cm³
• LogP: 1.44230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.048012819
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

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

Quinoxaline-6-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=CN=C2C=C1C=O

Technology Process of Quinoxaline-6-carbaldehyde

There total 13 articles about Quinoxaline-6-carbaldehyde 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: 93.7%

N-methoxy-N-methylquinoxaline-6-carboxamide (875558-38-6) → quinoxaline-6-carbaldehyde (130345-50-5)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃; for 0.5h;

Reference yield: 91.0%

6-methylquinoxaline (6344-72-5) → quinoxaline-6-carbaldehyde (130345-50-5)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; at 200 ℃; for 3h; Product distribution / selectivity; Microwave irradiation;

Reference yield: 85.0%

6-bromoquinoxaline (50998-17-9) + carbon monoxide (201230-82-2) → quinoxaline-6-carbaldehyde (130345-50-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; hydrogen; catacxium A; palladium diacetate; In toluene; at 100 ℃; for 16h; under 3750.38 Torr;

DOI:10.1016/j.tet.2007.02.043

upstream raw materials:

6-hydroxymethyl-quinoxaline

6-bromoquinoxaline

carbon monoxide

quinoxaline-6-carboxylic acid

Downstream raw materials:

(5Z)-5-(6-quinoxalinylmethylidene)-2-[(2,4,6-trichlorophenyl)amino]-1,3-thiazol-4(5H)-one

4-chloro-N-(2-methylpropyl)-3-{[(5Z)-4-oxo-5-(6-quinoxalinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}benzamide

1,1-dimethylethyl {2-[(4-chloro-3-{[(5Z)-4-oxo-5-(6-quinoxalinylmethylidene)-4,5-dihydro-1,3-thiazol-2-yl]amino}phenyl)amino]-1,1-dimethyl-2-oxoethyl}carbamate

(5Z)-2-[(2,6-Dichlorophenyl)amino]-5-(6-quinoxalinylmethylidene)-1,3-thiazol-4(5H)-one

Refernces

• 1、 -. "CERTAIN CHEMICAL ENTITIES, COMPOSITIONS, AND METHODS". . . Retrieved 2013/03/28.
• 2、 Mielcke, Tania R.,Mascarello, Alessandra,Filippi-Chiela, Eduardo,Zanin, Rafael F.,Lenz, Guido,Leal, Paulo César,Chirardia, Louise D.,Yunes, Rosendo A.,Nunes, Ricardo J.,Battastini, Ana M.O.,Morrone, Fernanda B.,Campos, Maria M.. "Activity of novel quinoxaline-derived chalcones on in vitro glioma cell proliferation". scheme or table. p. 255 - 264. Retrieved 2012/03/26.