2,6-Dichloroquinoxaline

Base Information

• Chemical Name: 2,6-Dichloroquinoxaline
• CAS No.: 18671-97-1
• Molecular Formula: C8H4Cl2N2
• Molecular Weight: 199.039
• Hs Code.: 2933990090
• European Community (EC) Number: 606-094-5
• UNII: 29VQU5GY7G
• DSSTox Substance ID: DTXSID3066398
• Nikkaji Number: J366.445G
• Wikidata: Q72468207
• Mol file: 18671-97-1.mol

Synonyms:2,6-Dichloroquinoxaline;18671-97-1;Quinoxaline, 2,6-dichloro-;29VQU5GY7G;MFCD00839695;2,6-dichloro-quinoxaline;UNII-29VQU5GY7G;Quinoxaline,2,6-dichloro-;SCHEMBL346120;2,6-Dichloroquinoxaline, 97%;DTXSID3066398;DICHLOROQUINOXALINE, 2,6-;AMY18292;BCP07594;AKOS015902070;CS-W008551;AC-11456;DS-13148;SY211578;D5697;FT-0610634;EN300-311587;A813077;J-012002;Z1255395545

Chemical Property of 2,6-Dichloroquinoxaline

Chemical Property:

• Appearance/Colour: Crystalline powder
• Vapor Pressure: 0.00711mmHg at 25°C
• Melting Point: 153-157 °C(lit.)
• Refractive Index: 1.67
• Boiling Point: 278.675 °C at 760 mmHg
• PKA: -2.42±0.30(Predicted)
• Flash Point: 149.078 °C
• PSA: 25.78000
• Density: 1.486 g/cm³
• LogP: 2.93660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 197.9751535
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichloroquinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: T,Xn
• Statements: 25-38-41-37/38-22
• Safety Statements: 36/37/39-45-39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=NC(=CN=C2C=C1Cl)Cl
• Uses: Intermediate for the production of herbicides Attributes For further information please contact us Contact 2,6-Dichloroquinoxaline is an analogue of 3-amino-7-chloro-1,2,4-benzotriazine 1-oxide, an antimalarial agent.

Technology Process of 2,6-Dichloroquinoxaline

There total 11 articles about 2,6-Dichloroquinoxaline 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: 86.0%

2-hydroxy-6-chloroquinoxaline (2427-71-6) → 2,6-dichloroquinoxaline (18671-97-1)

Guidance literature:

With pyridine; trichlorophosphate; at 160 ℃; for 2h; Autoclave; neat (no solvent);

DOI:10.3390/molecules17044533

Reference yield: 83.0%

6-chloro-1,2-dihydroquinoxalin-2-one (2427-71-6) → 2,6-dichloroquinoxaline (18671-97-1)

Guidance literature:

With trichlorophosphate; for 1.5h; Heating;

Reference yield: 41.0%

6-chloro-1,2-dihydroquinoxalin-2-one (2427-71-6) → 2-chloroquinoxaline (1448-87-9) + 2,6-dichloroquinoxaline (18671-97-1)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide;

DOI:10.1246/cl.1984.323

upstream raw materials:

6-chloro-1,2-dihydroquinoxalin-2-one

quinoxalin-2⁽¹⁾-one

6-chloro-1,2,3,4-tetrahydroquinoxalin-2-one

ethyl 2-(4-chloro-2-nitrophenylamino)acetate

Downstream raw materials:

4-(6-chloro-2-quinoxalylthio)-aniline

Refernces

• 1、 Xia, Rongjiao,Guo, Tao,He, Jun,Chen, Mei,Su, Shijun,Jiang, Shichun,Tang, Xu,Chen, Ying,Xue, Wei. "Antimicrobial evaluation and action mechanism of chalcone derivatives containing quinoxaline moiety". . p. 1325 - 1334. Retrieved 2019/07/03.
• 2、 Wang, Han,Wen, Kun,Wang, Le,Xiang, Ye,Xu, Xiaocheng,Shen, Yongjia,Sun, Zhihua. "Large-scale solvent-free chlorination of hydroxy-pyrimidines,-pyridines,- pyrazines and-amides using equimolar POCl3". experimental part. p. 4533 - 4544. Retrieved 2012/06/30.