2,3-Dichloro-6-methylquinoxaline

Base Information

• Chemical Name: 2,3-Dichloro-6-methylquinoxaline
• CAS No.: 39267-05-5
• Molecular Formula: C9H6Cl2N2
• Molecular Weight: 213.066
• Hs Code.: 2933990090
• European Community (EC) Number: 680-198-9
• DSSTox Substance ID: DTXSID60339989
• Nikkaji Number: J599.898K
• Wikidata: Q82109376
• Mol file: 39267-05-5.mol

Synonyms:2,3-Dichloro-6-methylquinoxaline;39267-05-5;SCHEMBL404199;6-Methyl-2,3-dichlorchinoxalin;UWSAFTDEEVGSAC-UHFFFAOYSA-;DTXSID60339989;MFCD00270819;AKOS005257916;DS-5184;s11913;2,3-Dichloro-6-methylquinoxaline, 97%;CS-0152884;D3270;FT-0609545;AF-615/01046018

Chemical Property of 2,3-Dichloro-6-methylquinoxaline

Chemical Property:

• Vapor Pressure: 0.0039mmHg at 25°C
• Melting Point: 115 °C
• Refractive Index: 1.651
• Boiling Point: 289.1 °C at 760 mmHg
• PKA: -4.59±0.48(Predicted)
• Flash Point: 156.2 °C
• PSA: 25.78000
• Density: 1.418 g/cm³
• LogP: 3.24500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 211.9908036
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

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

2,3-Dichloro-6-methylquinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N,Xn
• Statements: 22-41-51
• Safety Statements: 53-26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)N=C(C(=N2)Cl)Cl

Technology Process of 2,3-Dichloro-6-methylquinoxaline

There total 5 articles about 2,3-Dichloro-6-methylquinoxaline 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: 96.0%

2,3-dihydroxy-6-methylquinoxaline (6309-61-1) → 2,3-dichloro-6-methylquinoxaline (39267-05-5)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 1h; Reflux;

Reference yield: 87.0%

6-methylquinoxaline-2,3-dione (6309-61-1) → 2,3-dichloro-6-methylquinoxaline (39267-05-5)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; for 1.5h; Heating;

DOI:10.1002/hlca.19940770610

Reference yield:

4-methyl-1,2-diaminobenzene (496-72-0) → 2,3-dichloro-6-methylquinoxaline (39267-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / conc. HCl / H₂O / 0.33 h / 100 °C

2: 87 percent / SOCl₂, DMF / 1.5 h / Heating

With hydrogenchloride; thionyl chloride; N,N-dimethyl-formamide; In water;

DOI:10.1002/hlca.19940770610

upstream raw materials:

6-methylquinoxaline-2,3-dione

2,3-dihydroxy-6-methylquinoxaline

phosphorus pentachloride

4-methyl-1,2-diaminobenzene

Downstream raw materials:

3-chloro-8-methyl-12H-benzo[5,6][1,4]thiazino[2,3-b]quinoxaline

4-(2-imino-7-methyl-thiazolo[4,5-b]quinoxalin-3-yl)-benzoic acid ethyl ester

4-(7-methyl-thiazolo[4,5-b]quinoxalin-2-ylamino)-benzoic acid ethyl ester

(7-methyl-3-o-tolyl-3H-thiazolo[4,5-b]quinoxalin-3-ylidene)-o-tolyl-amine

Refernces

• 1、 -. "Novel molecular targeting anti-tumor aza-steroid derivative based on lipid toxicity and preparation and application thereof". Paragraph 0178; 0180; 0192; 0205; 0224. . Retrieved 2021/08/19.
• 2、 -. "Method for preparing 2,3-dichloro-quinoxaline derivative through one-pot procedure". Paragraph 0020; 0046; 0047; 0048. . Retrieved 2018/07/30.