1-Benzylpiperazine → 1-Benzyl-4-(benzothiophen-2-yl)piperazine

HRID 1647403Notes

Reaction equation

HRID 1647403 reaction equation
S[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[CH:6]=1.[CH2:11]([N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[CH2:11]([N:18]1[CH2:23][CH2:22][N:21]([C:2]2[S:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[CH:6]=2)[CH2:20][CH2:19]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 759941-BenzylpiperazineHCID 11073791Benzo[b]thiophene-2-thiol

Product 1

HCID 217016231-Benzyl-4-(benzothiophen-2-yl)piperazineYield 46.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 2-mercaptobenzothiophene (1.8 g, 10.8 mmol) in toluene under nitrogen was added N-benzylpiperazine (1.88 ml, 10.8 mmol) and the mixture heated at reflux for 1.5 h. Left to cool, concentrated in vacuo and product recrystallised from diethyl etherhexane to yield the title compound (1.55 g), m.p. 160°-161° C.

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 1.5 h
  3. waitLeft
  4. temperatureto cool
  5. concentrationconcentrated in vacuo and product
  6. customrecrystallised from diethyl etherhexane

Sources & evidence

ORD record
ord-e17216ca712a43e0af06ce5fcbfbb212
Source dataset
uspto-grants-1995_07
Patent number
US05432177

Reaction notes

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