Phenyl Isothiocyanate → Phenylmethyl 4-[(phenylamino)thioxomethyl]-1-piperazinecarboxylate

HRID 1829136Notes

Reaction equation

HRID 1829136 reaction equation
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]1([N:23]=[C:24]=[S:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(C)=O>[NH:23]([C:24]([N:14]1[CH2:15][CH2:16][N:11]([C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH2:12][CH2:13]1)=[S:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 7673Phenyl IsothiocyanateHCID 643495Benzyl piperazine-1-carboxylate

Product 1

HCID 22028683Phenylmethyl 4-[(phenylamino)thioxomethyl]-1-piperazinecarboxylate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-Benzyloxycarbonylpiperazine (5.00 g) was dissolved in acetone (50 mL), and phenyl isothiocyanate (2.9 mL) was added thereto under ice-cooling. The mixture was stirred at room temperature for 1 hr. The precipitated solid was collected by filtration to give 1-(anilinocarbothioyl)-4-(benzyloxycarbonyl)piperazine (5.08 g) as a white powder.

Workup

  1. temperatureunder ice-cooling
  2. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-ec10d568fd28446ba817411c6649a0d3
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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