Sodium Hydroxide → 1-Chloro-5,7-dimethoxyphthalazine

HRID 29952Notes

Reaction equation

HRID 29952 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([O:13][CH3:14])[CH:10]=[C:9]2[C:4]=1[CH:5]=[N:6][NH:7][C:8]2=O.P(Cl)(Cl)([Cl:18])=O.[OH-].[Na+]>O>[Cl:18][C:8]1[C:9]2[C:4](=[C:3]([O:2][CH3:1])[CH:12]=[C:11]([O:13][CH3:14])[CH:10]=2)[CH:5]=[N:6][N:7]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 211386935,7-Dimethoxyphthalazin-1(2H)-one

Product 1

HCID 866122151-Chloro-5,7-dimethoxyphthalazineYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 g (4.9 mmol) of 5,7-dimethoxy-2H-phthalazin-1-one and 10 mL of phosphoryl chloride are heated at 80° C. for 2 hours. After cooling to room temperature, the reaction medium is poured dropwise into 50 mL of water and the mixture is then basified with 6N sodium hydroxide solution and extracted with dichloromethane. The organic phase is washed with water and with brine, dried over anhydrous sodium sulfate and then evaporated under reduced pressure. 1 g of a beige-coloured solid is obtained (91% yield).

Workup

  1. extractionextracted with dichloromethane
  2. washThe organic phase is washed with water and with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-5c9d0432b10e4a73a778c48ed2ed7938
Source dataset
uspto-grants-2008_09
Patent number
US07423030B2

Reaction notes

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