ChemicalBook CAS DataBase List 6-Bromoquinoxaline

6-Bromoquinoxaline synthesis

7synthesis methods

Product Name:6-Bromoquinoxaline
CAS Number:50998-17-9
Molecular formula:C8H5BrN2
Molecular Weight:209.04

91-19-0
215 suppliers
$20.00/25g

50998-17-9
189 suppliers
$6.00/250mg

Yield:50998-17-9 50%

Reaction Conditions:

with N-Bromosuccinimide;dibenzoyl peroxide in acetic acid for 20 h;Reflux;Inert atmosphere;Reagent/catalyst;Solvent;

Steps:

4.7. Bromination of quinoxaline (1) with NBS in AcOH or DMF
A solution of quinoxaline (1) (390mg, 3.0mmol), NBS (390mg, 3.0mmol), and benzoyl peroxide (catalytic amount) in glacial acetic acid (10mL) was heated at reflux temperature for 20h. The reaction was monitored by TLC or ¹H NMR spectroscopy. The resulting reaction mixture was allowed to cool to room temperature and the solvent was removed under reduced pressure. The mixture was diluted with a saturated solution of sodium carbonate (10mL) and the mixture was extracted with ethyl acetate (2×25mL). Combined organic layers were washed with water, dried over Na₂SO₄ and concentrated. 6-Bromoquinoxaline (10) (315mg, 50%) was obtained as a sole product. The reaction was repeated using DMF as a solvent at the same reaction condition and monobromide 10 was obtained in 51% yield.

References:

U?ar, Sefa;E?siz, Sel?uk;Da?tan, Arif [Tetrahedron,2017,vol. 73,# 12,p. 1618 - 1632]

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