Hydrazine → HCID 178487565, compound

HRID 392224Notes

Reaction equation

HRID 392224 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1F)=O.[NH2:13][NH2:14]>O>[CH3:11][O:10][C:7]1[CH:6]=[C:5]2[C:4]([C:2]([CH3:1])=[N:13][NH:14]2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 5928212'-Fluoro-4'-methoxyacetophenone

Product 1

HCID 178487565HCID 178487565, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-fluoro-4-methoxyacetophenone (5.0 g) was treated with hydrazine (75 ml) under argon and the mixture was heated to reflux for 12 hours. After cooling to room temperature, the reaction mixture was poured into water (200 ml) then extracted three times with ethyl acetate (50 ml). The combined extracts were dried over sodium sulphate then evaporated. The residue was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and hexane (1:3, v/v) to yield the title compound (4.05 g).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 12 hours
  3. extractionthen extracted three times with ethyl acetate (50 ml)
  4. dry with materialThe combined extracts were dried over sodium sulphate
  5. customthen evaporated
  6. additionThe residue was subjected to flash chromatography on silica eluting with a mixture of ethyl acetate and hexane (1:3

Sources & evidence

ORD record
ord-a98c95591c054810a6dd203927916d23
Source dataset
uspto-grants-2004_10
Patent number
US06800645B1

Reaction notes

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