Phosphorus tribromide → HCID 118324051, compound

HRID 1778292Notes

Reaction equation

HRID 1778292 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[NH:14][CH:13]=[CH:12][C:11]3=O)=[O:7])=[CH:4][CH:3]=1.P(Br)(Br)[Br:22].C([O-])(O)=O.[Na+]>CN(C=O)C.O>[Br:22][C:11]1[C:10]2[C:15](=[CH:16][CH:17]=[C:8]([C:6]([C:5]3[CH:19]=[CH:20][C:2]([Cl:1])=[CH:3][CH:4]=3)=[O:7])[CH:9]=2)[N:14]=[CH:13][CH:12]=1

Participants

6

Reactant 3

HCID 24614Phosphorus tribromideHCID 516892Sodium BicarbonateHCID 86591712HCID 86591712, compound

Product 1

HCID 118324051HCID 118324051, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a suspension of 6-(4-chlorobenzoyl)quinolin-4(1H)-one (1.26 g, 4.45 mmol) in DMF (8 mL) at room temperature was added slowly phosphorous tribromide. The resulting mixture was stirred under argon for 30 min. The reaction mixture was made basic by the addition of solid NaHCO3 until pH was greater than 10, diluted with water and filtered. The product was washed with several portion of water and dried to yield (4-bromoquinolin-6-yl)(4-chlorophenyl)methanone. (M+H)+: 346, 348.

Workup

  1. filtrationfiltered
  2. washThe product was washed with several portion of water
  3. customdried

Sources & evidence

ORD record
ord-4b2a082eb0164f86a6065152b9546e9c
Source dataset
uspto-grants-2016_02
Patent number
US09266835B2

Reaction notes

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