Water → 2-Methyl-5-nitrophthalazin-1-one

HRID 1443206Notes

Reaction equation

HRID 1443206 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[N:7][NH:8][C:9]2=[O:14])([O-:3])=[O:2].[C:15](=O)([O-])[O-].[K+].[K+].CI.O>CN(C=O)C>[CH3:15][N:8]1[N:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[C:9]1=[O:14]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 203231905-Nitrophthalazin-1(2H)-one

Product 1

HCID 179891252-Methyl-5-nitrophthalazin-1-oneYield 91.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.6 g of 5-nitro-phthalazin-1-one and 2.31 g of potassium carbonate are stirred for 10 minutes at room temperature in 60 ml of DMF. 1.1 ml of methyl iodide is added, and it is stirred overnight. It is added to water, extracted several times with ethyl acetate, and the organic phase is washed with water and brine. It is dried, and the solvent is removed in a vacuum. 1.57 g of 2-methyl-5-nitro-phthalazin-1-one is obtained as a yellow solid.

Workup

  1. extractionextracted several times with ethyl acetate
  2. washthe organic phase is washed with water and brine
  3. customIt is dried
  4. customthe solvent is removed in a vacuum

Sources & evidence

ORD record
ord-ef618fa0e506475cb6e887d68f24f0d0
Source dataset
uspto-grants-2010_02
Patent number
US07659297B2

Reaction notes

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