Piperazine → 1-(2,4-Dichlorophenyl)piperazine

HRID 849487Notes

Reaction equation

HRID 849487 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](F)=[C:4]([Cl:9])[CH:3]=1.[NH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>CN(C)C(=O)C>[Cl:9][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 123112Benzene, 2,4-dichloro-1-fluoro-

Product 1

HCID 27375271-(2,4-Dichlorophenyl)piperazine

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A mixture of 1,3-dichloro-4-fluorobenzene )Aldrich; 4.21 g), piperazine (Aldrich; 11.0 g), and N,N-dimethylacetamide (Aldrich; 15 mL) is heated at 165° C. for 6.5 h. After cooling, the mixture is partitioned between dichloromethane and aq. sodium bicarbonate. The organic layers are dried over sodium sulfate and concentrated under reduced pressure to give 4.48 g of 1-(2,4-dichlorophenyl)piperazine. 1H NMR (CDCl3) δ 3.00, 3.06, 6.96, 7.19, 7.36.

Workup

  1. temperatureAfter cooling
  2. customthe mixture is partitioned between dichloromethane and aq. sodium bicarbonate
  3. dry with materialThe organic layers are dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-887365c05f5c48f6be8cc28983c7d716
Source dataset
uspto-grants-2000_01
Patent number
US06013654

Reaction notes

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