2,3-Dichloroquinoxaline

Base Information

• Chemical Name: 2,3-Dichloroquinoxaline
• CAS No.: 2213-63-0
• Molecular Formula: C8H4Cl2N2
• Molecular Weight: 199.039
• Hs Code.: 29339900
• European Community (EC) Number: 218-667-3
• NSC Number: 33437
• UN Number: 2811
• UNII: 3V2TXX4YAZ
• DSSTox Substance ID: DTXSID1025013
• Nikkaji Number: J48.372I
• Wikidata: Q72468211
• ChEMBL ID: CHEMBL445957
• Mol file: 2213-63-0.mol

Synonyms:2,3-DICHLOROQUINOXALINE;2213-63-0;2,3-DICHLORO-QUINOXALINE;Quinoxaline, 2,3-dichloro-;Quinoxaline, dichloro-;MFCD00006720;CCRIS 4789;EINECS 218-667-3;NSC 33437;3V2TXX4YAZ;C8H4Cl2N2;BRN 0126076;CP 42103-4;DTXSID1025013;NSC-33437;5-23-07-00144 (Beilstein Handbook Reference);2,3-dichloroquinoxaline,96%;2,3-Dichloro Quinoxaline;dichloroquinoxaline;NSC33437;2,3 dichloroquinoxaline;2.3-dichloroquinoxaline;3,4-Dichloroquinoxaline;Quinoxaline,3-dichloro-;UNII-3V2TXX4YAZ;2,3-(Dichloro)quinoxaline;MLS002415684;SCHEMBL116696;CHEMBL445957;DTXCID005013;2,3-Dichloroquinoxaline, 96%;SPSSDDOTEZKOOV-UHFFFAOYSA-;WLN: T66 BN ENJ CG DG;DICHLOROQUINOXALINE, 2,3-;Tox21_200138;BBL004257;NSC815016;STK862403;AKOS000271058;AB00795;CS-W010519;LS-1019;NSC-815016;NCGC00091353-01;NCGC00091353-02;NCGC00257692-01;AM100531;SMR000439985;SY019476;CAS-2213-63-0;A4762;BB 0242194;D2622;FT-0609582;EN300-24355;10.14272/SPSSDDOTEZKOOV-UHFFFAOYSA-N.2;10.14272/SPSSDDOTEZKOOV-UHFFFAOYSA-N.3;10.14272/SPSSDDOTEZKOOV-UHFFFAOYSA-N.4;AC-907/25014189;doi:10.14272/SPSSDDOTEZKOOV-UHFFFAOYSA-N.2;doi:10.14272/SPSSDDOTEZKOOV-UHFFFAOYSA-N.3;doi:10.14272/SPSSDDOTEZKOOV-UHFFFAOYSA-N.4;Q-101895;Z188745064

Chemical Property of 2,3-Dichloroquinoxaline

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 152-154 °C(lit.)
• Refractive Index: 1.671
• Boiling Point: 269.742 °C at 760 mmHg
• PKA: -4.78±0.48(Predicted)
• Flash Point: 142.935 °C
• PSA: 25.78000
• Density: 1.487 g/cm³
• LogP: 2.93660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 197.9751535
• Heavy Atom Count: 12
• Complexity: 147
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dichloroquinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-36/37/39-45-37/39-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C(C(=N2)Cl)Cl
• Uses: 2,3-Dichloroquinoxaline is a dichlorinated quinoxaline derivative with antimicrobial activity. 2,3-Dichloroquinoxaline is used in the preparation of quinoxaline derivatives of cancer chemopreventive a ctivity. 2,3-Dichloroquinoxaline was used in the synthesis of mono and 2,3-disubstituted quinoxalines. It was used in solid phase synthesis of HPLC chiral stationary phase containing the N,N′-dialkyl-2,3-diaminoquinoxaline group as a linking structure.

Technology Process of 2,3-Dichloroquinoxaline

There total 25 articles about 2,3-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: 98.0%

2,3-dihydroxyquinoxaline (15804-19-0) → 2,3-dichloroquinoxaline (2213-63-0)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; at 79 - 100 ℃; for 1h;

Reference yield: 95.0%

quinoxaline-2,3-dione (15804-19-0,6287-20-3) → 2,3-dichloroquinoxaline (2213-63-0)

Guidance literature:

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

DOI:10.1016/j.tet.2008.02.097

Reference yield: 92.0%

oxalic acid (144-62-7,97993-78-7) + 1,2-diamino-benzene (95-54-5) → 2,3-dichloroquinoxaline (2213-63-0)

Guidance literature:

oxalic acid; 1,2-diamino-benzene; In toluene; at 110 ℃; for 5h;

With trichlorophosphate; In N,N-dimethyl-formamide; toluene; at 110 ℃; for 1h; Temperature;

upstream raw materials:

quinoxaline-2,3-dione

1-benzylquinoxaline-2,3(1H,4H)-dione

3,4-dihydro-3-oxoquinoxaline-1-oxide

2-chloro-3-nitroquinoxaline

Downstream raw materials:

6,13-dihydro-5,6,7,12,13,14-hexaazapentacene

1,2,3,4,4a,5-hexahydro-pyrido[1',2':4,5][1,4]oxazino[2,3-b]quinoxaline

2,3-dimorpholinoquinoxaline

2-chloro-3-(piperazin-1-yl)quinoxaline

Refernces

• 1、 Yoo, Euna,Salunke, Deepak B.,Sil, Diptesh,Guo, Xiaoqiang,Salyer, Alex C. D.,Hermanson, Alec R.,Kumar, Manoj,Malladi, Subbalakshmi S.,Balakrishna, Rajalakshmi,Thompson, Ward H.,Tanji, Hiromi,Ohto, Umeharu,Shimizu, Toshiyuki,David, Sunil A.. "Determinants of activity at human toll-like receptors 7 and 8: Quantitative Structure-Activity Relationship (QSAR) of diverse heterocyclic scaffolds". . p. 7955 - 7970. Retrieved 2014.
• 2、 Bouanane, Zohra,Bounekhel, Mahmoud,Elkolli, Meriem,Abrigach, Farid,Khoutoul, Mohamed,Bouyala, Rabab,Touzani, Rachid,Hellal, Abdelkader. "Synthesis, structural, catecholase, tyrosinase and DFT studies of pyrazoloquinoxaline derivatives". . p. 238 - 246. Retrieved 2017.
• 3、 Abdallah, Abdallah E.,Abo-Saif, Mariam A.,Al Ward, Maged Mohammed Saleh,Alesawy, Mohamed S.,Eissa, Sally I.,El-Feky, Ola A.,El-Zahabi, Mohamed Ayman,Elkaeed, Eslam B.,Mabrouk, Reda R.,Mehany, Ahmed B. M.. "Synthesis, biological evaluation, and molecular docking of new series of antitumor and apoptosis inducers designed as VEGFR-2 inhibitors". . p. 573 - 591. Retrieved 2022/01/20.
• 4、 Lian, Xu,Xia, Zhonghua,Li, Xueyao,Karpov, Pavel,Jin, Hongwei,Tetko, Igor V.,Xia, Jie,Wu, Song. "Anti-MRSA drug discovery by ligand-based virtual screening and biological evaluation". . . Retrieved 2021/06/15.