1-Methylpiperazine → 1-methyl-4-(2-nitrophenyl)piperazine

HRID 1384466Notes

Reaction equation

HRID 1384466 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>>[CH3:11][N:12]1[CH2:17][CH2:16][N:15]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 4106401-methyl-4-(2-nitrophenyl)piperazine

Conditions

Temperature
0 °C

Procedure

A mixture of 2-fluoronitrobenzene (6.0 mL, 56.9 mmol) and N-methylpiperazine (8.11 mL, 56.9 mmol) was stirred at 0° C. for 20 minutes, then at room temperature for 3 days. The crude mixture was partitioned between methylene chloride and saturated aqueous sodium bicarbonate and the organic layer was then washed with saturated sodium chloride (NaCl), dried and concentrated in vacuo to provide 2-(4-methylpiperazin-1-yl)-1-nitrobenzene as an orange oil, 12.4 g.

Workup

  1. waitat room temperature for 3 days
  2. customThe crude mixture was partitioned between methylene chloride and saturated aqueous sodium bicarbonate
  3. washthe organic layer was then washed with saturated sodium chloride (NaCl)
  4. customdried
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3a37050504cb4bd3af0026dfc918c337
Source dataset
uspto-grants-2001_07
Patent number
US06258953B1

Reaction notes

Loading…