1-Phenylpiperazine → 1-[(4,5-Dimethyl-2-methoxyphenyl)aminocarbonyl]-4-phenylpiperazine

HRID 377918Notes

Reaction equation

HRID 377918 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH:9][C:10](=[O:18])OC2C=CC=CC=2)=[C:4]([O:19][CH3:20])[CH:3]=1.[C:21]1([N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C1CCN2C(=NCCC2)CC1>O1CCCC1>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH:9][C:10]([N:30]2[CH2:31][CH2:32][N:27]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:28][CH2:29]2)=[O:18])=[C:4]([O:19][CH3:20])[CH:3]=1

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 19357180Phenyl N-(4,5-dimethyl-2-methoxyphenyl)carbamate

Product 1

HCID 193571111-[(4,5-Dimethyl-2-methoxyphenyl)aminocarbonyl]-4-phenylpiperazineYield 85%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenyl N-(4,5-dimethyl-2-methoxyphenyl)carbamate(5.422 g, 0.02 mol) and 1-phenylpiperazine(3.44 g, 0.02 mol) were dissolved in tetrahydrofuran(10 ml). After DBU(3.04 g, 0.02 mol) was added, the resulting solution was stirred at room temperature for 2 hrs, concentrated and purified by column chromatography to obtain the titled compound.

Workup

  1. concentrationconcentrated
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-81bca9f757c44da28d317960dc2fbdd9
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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