2,3-Dichloroquinoxaline-6-carbonyl chloride

Base Information

• Chemical Name: 2,3-Dichloroquinoxaline-6-carbonyl chloride
• CAS No.: 1919-43-3
• Molecular Formula: C9H3 Cl3 N2 O
• Molecular Weight: 261.495
• European Community (EC) Number: 217-642-4
• DSSTox Substance ID: DTXSID4062060
• Nikkaji Number: J29.044K
• Wikidata: Q81989815
• Mol file: 1919-43-3.mol

Synonyms:2,3-Dichloroquinoxaline-6-carbonyl chloride;17880-88-5;1919-43-3;2,3-Dichloroquinoxaline-6-carbonylchloride;2,3-DICHLORO QUINOXALINE-6-CARBONYL CHLORIDE;6-Quinoxalinecarbonyl chloride, 2,3-dichloro-;BRN 0746912;EINECS 217-642-4;2,3-Dichlorochinoxalin-6-karbonylchlorid [Czech];2,3-Dichlorochinoxalin-6-karbonylchlorid;Quinoxaline-6-carbonylchloride, 2,3-dichloro-;5-25-04-00363 (Beilstein Handbook Reference);2,3-Dichloro-6-quinoxalinecarbonyl chloride;TANTALUMETHOXIDE;C9H3Cl3N2O;SCHEMBL1162363;DTXSID4062060;AKOS016000969;LS-142979;A881308;J-011404;W-107723

Chemical Property of 2,3-Dichloroquinoxaline-6-carbonyl chloride

Chemical Property:

• Vapor Pressure: 4.64E-05mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Boiling Point: 349.6°C at 760 mmHg
• Flash Point: 165.3°C
• PSA: 42.85000
• Density: 1.631g/cm³
• LogP: 3.31560
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 259.931096
• Heavy Atom Count: 15
• Complexity: 264

Purity/Quality:

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

2,3-DICHLORO-6-QUINOXALINECARBONYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1C(=O)Cl)N=C(C(=N2)Cl)Cl

Technology Process of 2,3-Dichloroquinoxaline-6-carbonyl chloride

There total 3 articles about 2,3-Dichloroquinoxaline-6-carbonyl chloride 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: 79.0%

2,3-dihydroxy-6-quinoxalinecarboxylic acid (14121-55-2) → 2,3-dichloro-quinoxaline-6-carboxylic acid chloride (1919-43-3)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In Trichloroethylene; Reflux;

DOI:10.1002/anie.201913620

Reference yield:

3,4-diaminobenzoic acid (619-05-6) → 2,3-dichloro-quinoxaline-6-carboxylic acid chloride (1919-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 12 h / 160 °C

2: thionyl chloride; N,N-dimethyl-formamide / Trichloroethylene / Reflux

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

DOI:10.1002/anie.201913620

Reference yield:

→ 2,3-dichloro-quinoxaline-6-carboxylic acid chloride (1919-43-3)

Guidance literature:

Diaminocarbonsaeure, PCl5, POCl3;

upstream raw materials:

2,3-dihydroxy-6-quinoxalinecarboxylic acid

3,4-diaminobenzoic acid

Downstream raw materials:

2,3-dichloro-6-quinoxalinecarboxylic acid (-)-menthyl ester

2,3-dichloro-quinoxaline-6-carboxylic acid benzyl ester

2,3-dichloroquinoxaline-6-carboxylic acid

Refernces

• 1、 Fu, Hua,Li, Hongyun,Li, Youshan,Lou, Zhenbang,Yang, Haijun,Zhao, Yufen. "Bioorthogonal Ligation and Cleavage by Reactions of Chloroquinoxalines with ortho-Dithiophenols". supporting information. p. 3671 - 3677. Retrieved 2020/02/04.
• 2、 Renslo, Adam R.,Tucci, Fabio C.,Rudkevich, Dmitry M.,Rebek Jr., Julius. "Synthesis and assembly of self-complementary cavitands". . p. 4573 - 4582. Retrieved 2007/10/03.