1-Phenylpiperazine → ETHYL (4-PHENYL-1-PIPERAZINYL)CARBOTHIOYLCARBAMATE

HRID 1727348Notes

Reaction equation

HRID 1727348 reaction equation
[N:1]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]=[S:3].[C:9]1([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>CC(C)=O>[C:9]1([N:15]2[CH2:20][CH2:19][N:18]([C:2]([NH:1][C:4](=[O:5])[O:6][CH2:7][CH3:8])=[S:3])[CH2:17][CH2:16]2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 70961-PhenylpiperazineHCID 85320Ethyl isothiocyanatoformate

Product 1

HCID 1518349ETHYL (4-PHENYL-1-PIPERAZINYL)CARBOTHIOYLCARBAMATEYield 73%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of ethyl isothiocyanatoformate (8.1 g, 62 mmol) in acetone (30 mL) was added 1-phenylpiperazine (10 g, 62 mmol), and the mixture was heated to reflux for 1 hour. The reaction mixture was concentrated, and the crude crystal was recrystallized from ethyl acetate to obtain a title compound (13 g, yield 73%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 1 hour
  3. concentrationThe reaction mixture was concentrated
  4. customthe crude crystal was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a0cb618589934ce6b250e2a52e686c86
Source dataset
uspto-grants-2009_02
Patent number
US07495018B2

Reaction notes

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