Hydrazine hydrate (1:1) → 2-fluoro-4-nitrophenylhydrazine

HRID 1844498Notes

Reaction equation

HRID 1844498 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.O.[NH2:13][NH2:14]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[NH:13][NH2:14]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 1230531,2-Difluoro-4-nitrobenzene

Product 1

HCID 38091702-fluoro-4-nitrophenylhydrazineYield 92.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

690 μL 3,4-difluoronitrobenzene was added to 15 mL anhydrous ethanol, and then the blend was heated to reflux. Hydrazine hydrate (611.5 μL) was slowly dropped into the blend and the resultant mixture was refluxed for another 2 hours to complete reaction, after which the reaction mixture was cooled down to room temperature. The yellow solid precipitated upon cooling was filtered. The filter cake was washed with petroleum ether, and then was dried to get 884.5 mg of a yellow solid, with a yield of 92.2%.

Workup

  1. temperaturethe blend was heated to reflux
  2. customThe yellow solid precipitated
  3. temperatureupon cooling
  4. filtrationwas filtered
  5. washThe filter cake was washed with petroleum ether
  6. customwas dried

Sources & evidence

ORD record
ord-0bc3f9aa905644838ab5931ca442d6d1
Source dataset
uspto-grants-2015_02
Patent number
US08946436B2

Reaction notes

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