1-Phenylpiperazine → HCID 18993050, compound

HRID 375529Notes

Reaction equation

HRID 375529 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:17][C:16]3[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=3[N:14]=2)=[CH:9][CH:8]=1.[C:22]1([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C)C=O>[NH3:14].[C:22]1([N:28]2[CH2:33][CH2:32][N:31]([CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]3[CH:12]=[CH:11][C:10]([C:13]4[NH:17][C:16]5[CH:18]=[CH:19][CH:20]=[CH:21][C:15]=5[N:14]=4)=[CH:9][CH:8]=3)[CH2:30][CH2:29]2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 70961-PhenylpiperazineHCID 18993051HCID 18993051, compound

Product 2

HCID 222AmmoniaHCID 18993050HCID 18993050, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-[4-(4-chlorobutoxy) phenyl]-1H-benzimidazole (Example C) (0.25 g) and 1-phenylpiperazine (0.70 g) is stirred at 110° C. in dimethylformamide (20 mL) for 6 hours. The solvent is evaporated and the residue is purified by chromatography on silica gel eluting with 100:8:1 dichloromethane: ethanol: 0.880 aqueous ammonia to give 0.15 g of the title compound as a brown solid; mp 193°-196° C.

Workup

  1. customThe solvent is evaporated
  2. customthe residue is purified by chromatography on silica gel eluting with 100:8:1 dichloromethane

Sources & evidence

ORD record
ord-32d832d1d2e24facaf7e743e7c9177b9
Source dataset
uspto-grants-1996_01
Patent number
US05486517

Reaction notes

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