2-(Chloromethyl)quinoxaline

Base Information

• Chemical Name: 2-(Chloromethyl)quinoxaline
• CAS No.: 106435-53-4
• Molecular Formula: C9H7 Cl N2
• Molecular Weight: 178.62
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40548219
• Nikkaji Number: J3.270.680K
• Wikidata: Q82426852
• Mol file: 106435-53-4.mol

Synonyms:2-(chloromethyl)quinoxaline;106435-53-4;Quinoxaline, 2-(chloromethyl)-;Quinoxaline, 2-(chloromethyl)-;2-Chloromethylquinoxaline;2-Chloromethyl-quinoxaline;SCHEMBL2646721;DTXSID40548219;AAUVNJJBLOZTAO-UHFFFAOYSA-N;MFCD13196345;AKOS022174123;AS-82441;SY024807;CS-0449698;EN300-67400;E79228

Chemical Property of 2-(Chloromethyl)quinoxaline

Chemical Property:

• PSA: 25.78000
• LogP: 2.36860
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 178.0297759
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98.5% ^*data from raw suppliers

2-(Chloromethyl)quinoxaline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CC(=N2)CCl

Technology Process of 2-(Chloromethyl)quinoxaline

There total 8 articles about 2-(Chloromethyl)quinoxaline 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: 92.0%

2,3,4-trichlorodihydrofuran-1-one (19714-00-2) + 1,2-diamino-benzene (95-54-5) → 2-chloromethyl-quinoxaline (106435-53-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.3987/COM-10-11923

Reference yield: 87.0%

2-methylquinoxaline (7251-61-8) → 2-chloromethyl-quinoxaline (106435-53-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; 1,2-dichloro-ethane; urea; at 110 ℃; for 0.5h; Microwave irradiation;

DOI:10.1016/j.tetlet.2014.04.023

Reference yield: 67.0%

2-hydroxymethylquinoxaline (41242-94-8) → 2-chloromethyl-quinoxaline (106435-53-4)

Guidance literature:

With thionyl chloride; In benzene; for 2h; Ambient temperature;

DOI:10.1016/0957-4166(94)80088-X

upstream raw materials:

2-methylquinoxaline

2-hydroxymethylquinoxaline

2-<(E)-2-Phenylethenyl>chinoxalin

sodium carbonate

Downstream raw materials:

3-{3-tert-butylsulfanyl-1-[4-(6-methoxypyridin-3-yl)benzyl]-5-(quinoxalin-2-ylmethoxy)-1H-indol-2-yl}-2,2-dimethylpropionic acid

3-[3-tert-butylsulfanyl-1-[4-(6-methoxypyridin-3-yl)benzyl]-5-(quinoxalin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropionicacid ethyl ester

2-{cyclohexyl-[4-(quinoxalin-2-ylmethoxy)-phenyl]-methoxy}-isoindole-1,3-dione

O-{cyclohexyl-[4-(quinoxalin-2-ylmethoxy)-phenyl]-methyl}-hydroxylamine

Refernces

• 1、 Straniero, Valentina,Zanotto, Carlo,Straniero, Letizia,Casiraghi, Andrea,Duga, Stefano,Radaelli, Antonia,De Giuli Morghen, Carlo,Valoti, Ermanno. "2,6-Difluorobenzamide Inhibitors of Bacterial Cell Division Protein FtsZ: Design, Synthesis, and Structure–Activity Relationships". . p. 1303 - 1318. Retrieved 2017/09/01.
• 2、 Ren, Jian,Ma, Dan-Dan,Sha, Yu,Li, Feng,Cheng, Mao-Sheng. "A new synthesis of novel tricyclic 2(5H)-furanone heterocycles from 3,4,5-trichloro-2(5H)-furanone". experimental part. p. 1429 - 1434. Retrieved 2010/12/24.