2-(Bromomethyl)quinoxaline

Base Information

• Chemical Name: 2-(Bromomethyl)quinoxaline
• CAS No.: 54804-43-2
• Molecular Formula: C9H7BrN2
• Molecular Weight: 223.072
• DSSTox Substance ID: DTXSID10415328
• Nikkaji Number: J1.174.082K
• Wikidata: Q82224257
• Mol file: 54804-43-2.mol

Synonyms:2-(bromomethyl)quinoxaline;54804-43-2;2-bromomethylquinoxaline;SCHEMBL27686;DTXSID10415328;DBRMJCLTIHPLCZ-UHFFFAOYSA-N;MFCD09699178;AS-38844

Chemical Property of 2-(Bromomethyl)quinoxaline

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 221.97926
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Bromomethyl)quinoxaline

There total 4 articles about 2-(Bromomethyl)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: 62.0%

2-methylquinoxaline (7251-61-8) → 2-(bromomethyl)quinoxaline (54804-43-2) + 2-(dibromomethyl)quinoxaline (32601-90-4) + 2-(Tribromomethyl)quinoxaline (7251-36-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 80 ℃; for 5h;

DOI:10.1039/b001296n

Reference yield: 35.0%

2-methylquinoxaline (7251-61-8) → 2-(bromomethyl)quinoxaline (54804-43-2) + 2-(dibromomethyl)quinoxaline (32601-90-4)

Guidance literature:

With Perbenzoic acid; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In tetrachloromethane; for 1.5h; Irradiation;

DOI:10.1021/jm00115a010

Reference yield:

2-methylquinoxaline (7251-61-8) + sulfuric acid (7664-93-9) + bromine (7726-95-6) + acetic acid (64-19-7,77671-22-8) → 2-(bromomethyl)quinoxaline (54804-43-2) + 2-(dibromomethyl)quinoxaline (32601-90-4)

Guidance literature:

upstream raw materials:

2-methylquinoxaline

sulfuric acid

bromine

acetic acid

Downstream raw materials:

2-[N-[3-(4-Aminophenoxy)propyl]methylamino methyl]quinoxaline

2-<methylamino>methyl>quinoxaline

N-<4-<3-propoxy>phenyl>methanesulfonamide

N-<4-<2-hydroxy-3-propoxy>phenyl>methanesulfonamide

Refernces

• 1、 -. "Method for preparing heterocyclic-carboxylic acids". . . Retrieved 2008/06/13.
• 2、 Butera, John A.,Spinelli, Walter,Anantharaman, Viji,Marcopulos, Nicholas,Parsons, Roderick W.,et al.. "Synthesis and Selective Class III Antiarrhythmic Activity of Novel N-Heteroaralkyl-Substituted 1-(Aryloxy)-2-propanolamine and Related Propylamine Derivatives". . p. 3212 - 3228. Retrieved 2007/10/02.