1-Phenylpiperazine → HCID 15788933, compound

HRID 1769612Notes

Reaction equation

HRID 1769612 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH:10]=[C:9]([Cl:11])[CH:8]=[N:7]1.[C:12]1([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:11][C:9]1[CH:8]=[N:7][N:6]([CH2:5][CH2:4][CH2:3][CH2:2][N:21]2[CH2:22][CH2:23][N:18]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:19][CH2:20]2)[CH:10]=1

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 11430Potassium CarbonateHCID 20097024HCID 20097024, compound

Product 1

HCID 15788933HCID 15788933, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3.56 g (15 mmol) of N-(4-bromobutyl)-4-chloropyrazole, 2.43 g (15 mmol) of 1-phenyl-piperazine and 2.76 g (20 mmol) of potassium carbonate in 50 ml of dimethylformamide is refluxed for 24 hours. The reaction mixture is evaporated under vacuum, chloroform is added, the mixture is washed with water, dried over sodium sulphate and evaporated under vacuum and 3.1 g of 4-chloro-1-[4-(4-phenyl-1-piperazinyl)-butyl]-1H-pyrazole are obtained, which may be recrystallised from ethyl ether with a melting point of 58°-61° C.

Workup

  1. temperatureis refluxed for 24 hours
  2. customThe reaction mixture is evaporated under vacuum, chloroform
  3. additionis added
  4. washthe mixture is washed with water
  5. dry with materialdried over sodium sulphate
  6. customevaporated under vacuum and 3.1 g of 4-chloro-1-[4-(4-phenyl-1-piperazinyl)-butyl]-1H-pyrazole
  7. customare obtained
  8. customwhich may be recrystallised from ethyl ether with a melting point of 58°-61° C.

Sources & evidence

ORD record
ord-e40017ea815c415fa084c65dbc1a3c3f
Source dataset
uspto-grants-1995_01
Patent number
US05382586

Reaction notes

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