2-Chloro-6-methylquinoxaline

Base Information

• Chemical Name: 2-Chloro-6-methylquinoxaline
• CAS No.: 55687-00-8
• Molecular Formula: C9H7ClN2
• Molecular Weight: 178.621
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20506877
• Wikidata: Q82362839
• Mol file: 55687-00-8.mol

Synonyms:2-chloro-6-methylquinoxaline;55687-00-8;Quinoxaline, 2-chloro-6-methyl-;SCHEMBL557898;DTXSID20506877;MDDZKKIHTFOAEF-UHFFFAOYSA-N;AKOS015969032;BS-17583;CS-0152880

Chemical Property of 2-Chloro-6-methylquinoxaline

Chemical Property:

• PSA: 25.78000
• LogP: 2.59160
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.0297759
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98.5% ^*data from raw suppliers

2-Chloro-6-methylquinoxaline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=NC=C(N=C2C=C1)Cl

Technology Process of 2-Chloro-6-methylquinoxaline

There total 8 articles about 2-Chloro-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: 89.0%

6-methylquinoxaline-2(1H)-one (5762-64-1) → 2-chloro-6-methylquinoxaline (55687-00-8)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; at 110 ℃; for 2.5h;

DOI:10.1016/j.bmcl.2005.10.048

Reference yield:

4-methyl-1,2-diaminobenzene (496-72-0) → 2-chloro-6-methylquinoxaline (55687-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous ethanol

2: POCl₃

With ethanol; trichlorophosphate;

DOI:10.1021/ja01169a001

Reference yield:

2,4-Difluoronitrobenzene (446-35-5) → 2-chloro-6-methylquinoxaline (55687-00-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 58 percent / benzene / 20 h / Heating

2: Sn, conc. aq. HCl / ethanol / 1.5 h / Heating

3: 30percent aq H₂O₂, 8percent aq. NaOH / 0.25 h / Heating

4: POCl₃ / dimethylformamide / 1.5 h / Heating

With hydrogenchloride; sodium hydroxide; tin; dihydrogen peroxide; trichlorophosphate; In ethanol; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00133a019

upstream raw materials:

6-methylquinoxaline-2(1H)-one

4-methyl-1,2-diaminobenzene

2,4-Difluoronitrobenzene

N-(5-fluoro-2-nitrophenyl)glycine ethyl ester

Downstream raw materials:

N-(2,4-dimethoxybenzyl)-6-methylquinoxalin-2-amine

6-methyl-quinoxalin-2-ylamine

Refernces

• 1、 Fahr, Bruce T.,O'Brien, Tom,Pham, Phuongly,Waal, Nathan D.,Baskaran, Subramanian,Raimundo, Brian C.,Lam, Joni W.,Sopko, Michelle M.,Purkey, Hans E.,Romanowski, Michael J.. "Tethering identifies fragment that yields potent inhibitors of human caspase-1". . p. 559 - 562. Retrieved 2007/10/03.