Water → HCID 178434279, compound

HRID 1159005Notes

Reaction equation

HRID 1159005 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](F)[C:3]=1[C:9](=O)[CH3:10].O.[NH2:13][NH2:14]>C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[C:9]([CH3:10])=[N:13][NH:14]2

Participants

5

Reactant 3

HCID 962WaterHCID 9321HydrazineHCID 836431-(2,6-Difluorophenyl)ethan-1-one

Product 1

HCID 178434279HCID 178434279, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
150 °C

Procedure

2′,6′-Difluoroacetophenone (0.468 g, 3 mmol) was dissolved in anhydrous hydrazine (2 ml), followed by irradiating microwaves thereon with stirring at 150° C. for 5 min. The addition of water (0.5 ml) at 0° C. terminated the reaction. Afterwards, the reaction solution was diluted with ethyl acetate (10 ml) and washed with water. The organic layer was dried over anhydrous magnesium sulfate and concentrated using vacuum evaporation. The residue was re-crystallized in dichloromethane to give the title compound (Yield 85%).

Workup

  1. customby irradiating microwaves
  2. customterminated
  3. customthe reaction
  4. washwashed with water
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customvacuum evaporation
  8. customThe residue was re-crystallized in dichloromethane

Sources & evidence

ORD record
ord-d5e9690b5efa4d97bc82464d6124b039
Source dataset
uspto-grants-2010_10
Patent number
US07812045B2

Reaction notes

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