2-Chloroquinoxaline

Base Information

• Chemical Name: 2-Chloroquinoxaline
• CAS No.: 1448-87-9
• Molecular Formula: C8H5ClN2
• Molecular Weight: 164.594
• Hs Code.: 29339900
• European Community (EC) Number: 215-905-8
• NSC Number: 43553
• UNII: E9X60Z79BG
• DSSTox Substance ID: DTXSID20932415
• Nikkaji Number: J298.633G
• Wikidata: Q27277055
• Mol file: 1448-87-9.mol

Synonyms:2-CHLOROQUINOXALINE;1448-87-9;Quinoxaline, 2-chloro-;C8H5ClN2;MFCD00043907;UNII-E9X60Z79BG;E9X60Z79BG;EINECS 215-905-8;NSC 43553;NSC-43553;Quinoxalyl chloride;NSC43553;2-chloro quinoxaline;2-chloro-quinoxaline;2-chloranylquinoxaline;2-chloro-benzopyrazine;2-Chloroquinoxaline, 98%;QUINOXALINE, 2-CHLORO;SCHEMBL222284;DTXSID20932415;BCP27153;BBL100055;STL186141;AKOS002665691;CS-W016083;PB40703;AC-14658;BP-12281;SY014068;AM20070313;BB 0218371;C3492;FT-0633549;EN300-27591;1D-008;H10060;10.14272/BYHVGQHIAFURIL-UHFFFAOYSA-N.1;10.14272/BYHVGQHIAFURIL-UHFFFAOYSA-N.2;A811315;doi:10.14272/BYHVGQHIAFURIL-UHFFFAOYSA-N.1;doi:10.14272/BYHVGQHIAFURIL-UHFFFAOYSA-N.2;W-108147;Q27277055;F1903-0389;Z240126804

Chemical Property of 2-Chloroquinoxaline

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Melting Point: 47-50 °C(lit.)
• Refractive Index: 1.662
• Boiling Point: 252.919 °C at 760 mmHg
• PKA: -1.21±0.30(Predicted)
• Flash Point: 131.229 °C
• PSA: 25.78000
• Density: 1.35 g/cm³
• LogP: 2.28320
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Toluene
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 164.0141259
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

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

2-Chloroquinoxaline ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CC(=N2)Cl
• Uses: 2-Chloroquinoxaline (QCI) was used to study the effect of solvent on hydrolysis of QCI in aqueous–organic solvent mixtures with acetonitrile and dimethylesulphoxide. It was used in the synthesis of 2-(3-butynyl-2-methyl-2-ol) quinoxaline.It was used as reagent in the synthesis of chloroquinoxaline sulfamide.

Technology Process of 2-Chloroquinoxaline

There total 25 articles about 2-Chloroquinoxaline 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%

2-hydroxyquinoxaline (1196-57-2,144499-26-3) → 2-chloroquinoxaline (1448-87-9)

Guidance literature:

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

DOI:10.3390/molecules17044533

Reference yield: 93.0%

quinoxalin-2(1)-one (1196-57-2) → 2-chloroquinoxaline (1448-87-9)

Guidance literature:

With trichlorophosphate; In toluene; for 1h; Reflux;

Reference yield: 88.0%

benzoimidazole (51-17-2,79351-71-6) + chloroform (67-66-3,8013-54-5) → 2-chloroquinoxaline (1448-87-9) + phthalonitrile (91-15-6)

Guidance literature:

at 390 - 400 ℃;

upstream raw materials:

quinoxalin-2⁽¹⁾-one

quinoxaline-N-oxide

3-Chloroquinoxaline-2-carboxylic acid

benzoimidazole

Downstream raw materials:

2-ethoxyquinoxaline

N-(4-quinoxalin-2-ylamino-benzoyl)-L-glutamic acid diethyl ester

Phenoxy-2 quinoxaline

4-quinoxalin-2-ylamino-benzoic acid

Refernces

• 1、 Makhloufi,Baitiche,Merbah,Benachour. "Synthesis of new quinoxaline derivatives". . p. 3532 - 3540. Retrieved 2011.
• 2、 Obafemi, Craig A.,Akinpelu. "Synthesis and antimicrobial activity of some 2(1H)-quinoxalinone-6-sulfonyl derivatives". . p. 1795 - 1807. Retrieved 2005.
• 3、 Xia, Rongjiao,Guo, Tao,Chen, Mei,Su, Shijun,He, Jun,Tang, Xu,Jiang, Shichun,Xue, Wei. "Synthesis, antiviral and antibacterial activities and action mechanism of penta-1,4-dien-3-one oxime ether derivatives containing a quinoxaline moiety". . p. 16461 - 16467. Retrieved 2019.
• 4、 Badithapuram, Vinitha,Bandari, Srinivas,Dasari, Gouthami,Nukala, Satheesh Kumar,Pandiri, Madhuri. "Design and Synthesis of Some New N-Phenyl-[1,2,4]triazolo[4,3-a]quinoxaline-1-sulfonamide Derivatives and Their Anti-Cancer Activity". . p. 2280 - 2285. Retrieved 2021/12/23.
• 5、 Ilgin, Sinem,Karaduman, Abdullah Burak,Levent, Serkan,Osmaniye, Derya,?avu?o?lu, Betül Kaya,?evik, Ulviye Acar,?zkay, Yusuf,Kaplancikli, Zafer As?m,Karaburun, Ahmet ?a?r?,Sa?lik, Begüm Nurpelin,Turan, Gülhan. "Multifunctional quinoxaline-hydrazone derivatives with acetylcholinesterase and monoamine oxidases inhibitory activities as potential agents against Alzheimer’s disease". . p. 1000 - 1011. Retrieved 2020/04/29.