2,3-Bis(bromomethyl)quinoxaline 1,4-dioxide

Base Information

• Chemical Name: 2,3-Bis(bromomethyl)quinoxaline 1,4-dioxide
• CAS No.: 18080-67-6
• Molecular Formula: C10H8Br2N2O2
• Molecular Weight: 347.994
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30333530
• Nikkaji Number: J2.208.076H
• Wikidata: Q27464710
• ChEMBL ID: CHEMBL4860684
• Mol file: 18080-67-6.mol

Synonyms:conoidin A

Chemical Property of 2,3-Bis(bromomethyl)quinoxaline 1,4-dioxide

Chemical Property:

• Melting Point: 180-190 °C (decomp)
• Boiling Point: 512.3±60.0 °C(Predicted)
• PKA: 1.91±0.30(Predicted)
• PSA: 50.92000
• Density: 1.95±0.1 g/cm3(Predicted)
• LogP: 3.48660
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 347.89320
• Heavy Atom Count: 16
• Complexity: 303

Purity/Quality:

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

ConoidinA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N(C(=C([N+]2=O)CBr)CBr)[O-]
• Uses: Conoidin A is a peroxiredoxin inhibitor.

Technology Process of 2,3-Bis(bromomethyl)quinoxaline 1,4-dioxide

There total 6 articles about 2,3-Bis(bromomethyl)quinoxaline 1,4-dioxide 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: 90.0%

2,3-bis(bromomethyl)quinoxaline (3138-86-1) → 2,3-bis(bromomethyl)quinoxaline 1,4-di-N-oxide (18080-67-6)

Guidance literature:

With HOF* CH₃CN; In chloroform; at 0 ℃;

DOI:10.1021/jo0608016

Reference yield: 85.0%

2,3-dimethylquinoxaline-1,4-di-N-oxide (5432-74-6) → 2,3-bis(bromomethyl)quinoxaline 1,4-di-N-oxide (18080-67-6)

Guidance literature:

With bromine; In ethyl acetate; Heating;

Reference yield: 65.0%

2,3-bis(bromomethyl)quinoxaline (3138-86-1) → 2,3-bis(bromomethyl)quinoxaline 1-oxide (33106-95-5) + 2,3-bis(bromomethyl)quinoxaline 1,4-di-N-oxide (18080-67-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 25 ℃; for 42h;

DOI:10.1021/jo0503106

upstream raw materials:

2,3-bis(bromomethyl)quinoxaline

2,3-dimethylquinoxaline-1,4-di-N-oxide

1,2-diamino-benzene

benzofurazan oxide

Downstream raw materials:

2,3-bis(acetoxymethyl)-quinoxaline-1,4-di-N-oxide

2,3-bis(phenylacetoxymethyl)quinoxaline 1,4-di-N-oxide

Refernces

• 1、 Pearson, Russell J.,Evans, Kathryn M.,Slawin, Alexandra M. Z.,Philp, Douglas,Westwood, Nicholas J.. "Controlling the outcome of an N-alkylation reaction by using N-oxide functional groups". . p. 5055 - 5061. Retrieved 2007/10/03.