4-Fluorophenyl isocyanate → 1-Acetyl-4-(4-fluorophenylcarbamoyl)piperazine

HRID 49777

Reaction equation

HRID 49777 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)(=[O:3])[CH3:2].[F:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1>O1CCCC1>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:18](=[O:19])[NH:17][C:14]2[CH:15]=[CH:16][C:11]([F:10])=[CH:12][CH:13]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 709554-Fluorophenyl isocyanateHCID 837951-Acetylpiperazine

Product 1

HCID 98600941-Acetyl-4-(4-fluorophenylcarbamoyl)piperazineYield 112.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 1-acetylpiperazine (0.648 g) in tetrahydrofuran (10 ml) was added 4-fluorophenyl isocyanate (0.574 g) at ambient temperature. After stirring at ambient temperature for 1 hour, the solvent was removed by evaporation under reduced pressure, and the residue was triturated with diisopropyl ether to give 1-acetyl-4-(4-fluorophenylcarbamoyl)piperazine (1.25 g).

Workup

  1. customthe solvent was removed by evaporation under reduced pressure
  2. customthe residue was triturated with diisopropyl ether

Sources & evidence

ORD record
ord-f7241cc2bca64ba49d3504aa3103dea6
Source dataset
uspto-grants-2004_03
Patent number
US06710043B1

Linked notes

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