1,8-Diazabicyclo(5.4.0)undec-7-ene → 1-[(4,5-Dimethyl-2-methoxyphenyl)aminothiocarbonyl]-4-(3,5-dimethoxyphenyl)piperazine

HRID 377925Notes

Reaction equation

HRID 377925 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH:9][C:10](=[S:18])OC2C=CC=CC=2)=[C:4]([O:19][CH3:20])[CH:3]=1.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH:26]=[C:27]([O:29][CH3:30])[CH:28]=1.C1CCN2C(=NCCC2)CC1>O1CCCC1>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH:9][C:10]([N:34]2[CH2:33][CH2:32][N:31]([C:25]3[CH:24]=[C:23]([O:22][CH3:21])[CH:28]=[C:27]([O:29][CH3:30])[CH:26]=3)[CH2:36][CH2:35]2)=[S:18])=[C:4]([O:19][CH3:20])[CH:3]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 27362051-(3,5-Dimethoxyphenyl)piperazineHCID 53857756Phenyl N-(4,5-dimethyl-2-methoxyphenyl)thiocarbamate

Product 1

HCID 536623681-[(4,5-Dimethyl-2-methoxyphenyl)aminothiocarbonyl]-4-(3,5-dimethoxyphenyl)piperazineYield 84%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenyl N-(4,5-dimethyl-2-methoxyphenyl)thiocarbamate(0.2 g, 0.7 mmol) and 1-(3,5-dimethoxyphenyl)piperazine(0.16 g, 0.7 mmol) were dissolved in tetrahydrofuran(10 ml) and thereto DBU(0.11 g, 0.7 mmole) was added, followed by stirring at room temperature for 2 hours. The resulting product was concentrated and purified by chromatography to obtain the titled compound.

Workup

  1. concentrationThe resulting product was concentrated
  2. custompurified by chromatography

Sources & evidence

ORD record
ord-c4108e01fe9649ad828993414e26c601
Source dataset
uspto-grants-2000_02
Patent number
US06028195

Reaction notes

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