Water → 1-(2-Nitrophenyl)piperazine

HRID 1791912Notes

Reaction equation

HRID 1791912 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.F[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15].O>CN(C=O)C>[N+:14]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)([O-:16])=[O:15]

Participants

5

Reactant 3

HCID 962WaterHCID 4837PiperazineHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 1009491-(2-Nitrophenyl)piperazineYield 74.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

Piperazine (12.9 g) was dissolved in DMF (100 mL), and a solution of 2-fluoronitrobenzene (7.06 g) in DMF (30 mL) was added dropwise. The mixture was stirred at room temperature for 3 hr. The reaction mixture was added to water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried. The solvent was evaporated to give 1-(2-nitrophenyl)piperazine (7.7 g) as a red oil.

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-204c7715386d4076acd8efd08ea4eaac
Source dataset
uspto-grants-2006_07
Patent number
US07074794B2

Reaction notes

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