Bromine → HCID 178516702, compound

HRID 1850026Notes

Reaction equation

HRID 1850026 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[OH:11].[Br:12]Br>S(=O)(=O)(O)O.C(Cl)(Cl)(Cl)Cl.S([O-])([O-])(=O)=O.[Ag+2]>[Br:12][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[N:1]=[C:2]([OH:11])[CH:3]=[N:4]2

Participants

6

Reactant 2

HCID 24408BromineHCID 178516710HCID 178516710, compound

Product 1

HCID 178516702HCID 178516702, compoundYield 40%

Reagents, catalysts & solvents 3

HCID 178418844HCID 178418844, compoundCatalystHCID 1118Sulfuric AcidSolventHCID 5943Carbon TetrachlorideSolvent

Procedure

2-Quinoxalinol (2.9 g, 20 mmol) and silver sulfate (3.1 g, 10 mmol, 0.5 eq.) in sulfuric acid (20 mL) were treated with bromine (1.03 mL, 20 mmol, 1.0 eq.). After stirring at ambient temperature for 18 h, the reaction mixture was diluted with carbon tetrachloride (50 mL), heated to 50° C., and filtered. The filtrate was poured onto ice and the solids collected by filtration and recrystallized from HOAc, giving 6-bromo-2-quinoxalinol (1.8 g, 40%).

Workup

  1. temperatureheated to 50° C.
  2. filtrationfiltered
  3. additionThe filtrate was poured onto ice
  4. filtrationthe solids collected by filtration
  5. customrecrystallized from HOAc

Sources & evidence

ORD record
ord-3e33817400b34ee1a76cfc70b232e8c6
Source dataset
uspto-grants-2015_02
Patent number
US08957049B2

Reaction notes

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