Phosphorus tribromide → 2-Bromo-6,7-dichloro-3-trifluoromethylquinoxaline

HRID 584667Notes

Reaction equation

HRID 584667 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=O)[C:6]([C:14]([F:17])([F:16])[F:15])=[N:5]2.P(Br)(Br)[Br:19]>>[Br:19][C:7]1[C:6]([C:14]([F:17])([F:16])[F:15])=[N:5][C:4]2[C:9](=[CH:10][C:11]([Cl:12])=[C:2]([Cl:1])[CH:3]=2)[N:8]=1

Participants

3

Reactant 2

HCID 24614Phosphorus tribromideHCID 27678326,7-Dichloro-3-(trifluoromethyl)quinoxalin-2(1H)-one

Product 1

HCID 223411132-Bromo-6,7-dichloro-3-trifluoromethylquinoxaline

Conditions

Temperature
140 °C

Procedure

6,7-Dichloro-3-trifluoromethyl-1H-quinoxalin-2-one (500 mg, 1.8 mmol) was dissolved in phosphorus tribromide (2.0 ml), and the solution was heated at 140° C. for 16 hours. The reaction mixture was cooled to room temperature, before it was poured out on ice (100 g) and extracted with dichloromethane. The organic phase was separated and dried with anhydrous sodium sulphate, then taken to dryness by rotary evaporation to leave a pale brown powder.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature, before it
  2. additionwas poured out on ice (100 g)
  3. extractionextracted with dichloromethane
  4. customThe organic phase was separated
  5. dry with materialdried with anhydrous sodium sulphate
  6. customtaken to dryness by rotary evaporation
  7. customto leave a pale brown powder

Sources & evidence

ORD record
ord-dc8899de52194adc91c5541aac4ae9ef
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

Loading…