Water → HCID 68894754, compound

HRID 1787499Notes

Reaction equation

HRID 1787499 reaction equation
Br[CH2:2][CH3:3].[Cl:4][C:5]1[CH:6]=[C:7]([C:11]2[CH:12]=[CH:13][C:14](=[O:17])[NH:15][N:16]=2)[CH:8]=[CH:9][CH:10]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O.C(OCC)(=O)C>[Cl:4][C:5]1[CH:6]=[C:7]([C:11]2[CH:12]=[CH:13][C:14](=[O:17])[N:15]([CH2:2][CH3:3])[N:16]=2)[CH:8]=[CH:9][CH:10]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6332Ethyl BromideHCID 11430Potassium CarbonateHCID 130926206-(3-Chlorophenyl)-3(2H)-pyridazinone

Product 1

HCID 68894754HCID 68894754, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

Under nitrogen atmosphere bromoethane (18.31 g, 0.168 mol) was added dropwise to a solution of 6-(3-chlorophenyl)-2H-pyridazin-3-one (4.96 g, 0.024 mol) and potassium carbonate (19.90 g, 0.144 mol) in N,N-dimethylformamide (100 ml). The mixture was stirred at room temperature for 4 hours and then water (150 ml) and ethyl acetate (300 ml) were added. The organic layer washed with water and brine, dried over sodium sulfate anhydride and evaporated. The oil obtained solidified in the vacuum oven to yield the title compound (96%).

Workup

  1. washThe organic layer washed with water and brine
  2. dry with materialdried over sodium sulfate anhydride
  3. customevaporated
  4. customThe oil obtained

Sources & evidence

ORD record
ord-968be3d6afbf47c49d35698e7d643b6e
Source dataset
uspto-grants-2009_03
Patent number
US07511038B2

Reaction notes

Loading…