Hydrazine → 2-fluoro-4-nitrophenylhydrazine

HRID 329894Notes

Reaction equation

HRID 329894 reaction equation
[NH2:1][NH2:2].[F:3][C:4]1[CH:5]=[C:6]([N+:11]([O-:13])=[O:12])[CH:7]=[CH:8][C:9]=1F>C(O)(C)C>[F:3][C:4]1[CH:5]=[C:6]([N+:11]([O-:13])=[O:12])[CH:7]=[CH:8][C:9]=1[NH:1][NH2:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 1230531,2-Difluoro-4-nitrobenzene

Product 1

HCID 38091702-fluoro-4-nitrophenylhydrazineYield 90.6%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

A solution of 3.2 g (0.10 mole) of hydrazine in 20 mL of isopropanol was added with stirring to a solution of 15.9 g (0.10 mole) of 3,4-difluoronitrobenzene in 60 mL of isopropanol. Upon completion of addition the reaction mixture was heated under reflux for 30 minutes. The reaction mixture was concentrated under reduced pressure to yield 15.5 g of 2-fluoro-4-nitrophenylhydrazine; m.p. 119°-121° C.

Workup

  1. additionUpon completion of addition the reaction mixture
  2. temperaturewas heated
  3. temperatureunder reflux for 30 minutes
  4. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-fe5b2771056a41c4b484483407973561
Source dataset
uspto-grants-1990_01
Patent number
US04894084

Reaction notes

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