Ammonium Hydroxide → 6-Bromo-2-chloroquinoxaline

HRID 1850027Notes

Reaction equation

HRID 1850027 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](O)[CH:6]=[N:5]2.[NH4+].[OH-].O=P(Cl)(Cl)[Cl:17]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([Cl:17])[CH:6]=[N:5]2

Participants

4

Reactant 3

HCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 178516702HCID 178516702, compound

Product 1

HCID 126864086-Bromo-2-chloroquinoxalineYield 92%

Procedure

6-Bromo-2-quinoxalinol (631 mg) in POCl3 (6.3 mL) was refluxed for 2 h, then poured onto ice. The solution was neutralized to pH 7 by addition of NH4OH, and the resulting solid collected by filtration. Washing with water and drying in vacuo gave 6-bromo-2-chloroquinoxaline (627 mg, 92%).

Workup

  1. additionpoured onto ice
  2. filtrationthe resulting solid collected by filtration
  3. washWashing with water
  4. customdrying in vacuo

Sources & evidence

ORD record
ord-959e8b9643b14653872cfff1b46243c4
Source dataset
uspto-grants-2015_02
Patent number
US08957049B2

Reaction notes

Loading…