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

HRID 1900559Notes

Reaction equation

HRID 1900559 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 ether-hexane 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 ether-hexane

Sources & evidence

ORD record
ord-e90b20a8dcfe47469ef17914148b360d
Source dataset
uspto-grants-1996_11
Patent number
US05576319

Reaction notes

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