Water → 6-Chloro-2,4-dimethylpyridazin-3(2H)-one

HRID 80949Notes

Reaction equation

HRID 80949 reaction equation
CI.[Cl:3][C:4]1[CH:5]=[C:6]([CH3:11])[C:7](=[O:10])[NH:8][N:9]=1.[C:12]([O-])([O-])=O.[K+].[K+].O>CN(C)C=O>[Cl:3][C:4]1[CH:5]=[C:6]([CH3:11])[C:7](=[O:10])[N:8]([CH3:12])[N:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 1648863(2H)-Pyridazinone, 6-chloro-4-methyl-

Product 1

HCID 598459736-Chloro-2,4-dimethylpyridazin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl iodide (1.3 mL) was added to a mixture of 6-chloro-4-methyl-2H-pyridazin-3-one (2.70 g) and K2CO3 (3.40 g) in N,N-dimethylformamide (27 mL). The resulting mixture was stirred at ambient temperature overnight. Then, water was added and the mixture was extracted with ethyl acetate. The combined organic extracts were washed with water and brine and dried (MgSO4). After removal of the solvent, the title compound was obtained as a solid.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe combined organic extracts were washed with water and brine
  3. dry with materialdried (MgSO4)
  4. customAfter removal of the solvent

Sources & evidence

ORD record
ord-661409ac12b24b6a80d7ef769018b154
Source dataset
uspto-grants-2014_09
Patent number
US08846668B2

Reaction notes

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