Phosphorus oxybromide → HCID 45787838, compound

HRID 574182

Reaction equation

HRID 574182 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[CH:9][C:10](=O)[NH:11][N:12]=1.P(Br)(Br)([Br:16])=O.C([O-])(O)=O.[Na+]>>[Br:16][C:10]1[N:11]=[N:12][C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 3

HCID 24613Phosphorus oxybromideHCID 516892Sodium BicarbonateHCID 49800226-(Pyridin-2-yl)pyridazin-3-ol

Product 1

HCID 45787838HCID 45787838, compoundYield 75%

Procedure

1 g (5.78 mmol) of 6-(pyridin-2-yl)-2H-pyridazin-3-one 7 and an excess (5 g) of phosphorus oxybromide are refluxed for 12 hours. The reaction mixture is poured into 100 ml of ice-cold water and then neutralized, dropwise, with a saturated aqueous solution of NaHCO3. After extraction with dichloromethane (3×30 ml) the organic phase is dried over MgSO4 and then concentrated under reduced pressure, to give the brominated pyridazine 8b with a yield of 75%.

Workup

  1. extractionAfter extraction with dichloromethane (3×30 ml) the organic phase
  2. dry with materialis dried over MgSO4
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-496c2ba9d9f44f5a830bcadb42ff3690
Source dataset
uspto-grants-2015_05
Patent number
US09034873B2

Linked notes

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