Trifluoroacetic acid → (4-nitrophenyl)methyl N-(piperazine-1-carboximidoyl)carbamate;bis(2,2,2-trifluoroacetic acid)

HRID 362104Notes

Reaction equation

HRID 362104 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[NH:29])[NH:15][C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)=[O:17])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33]>>[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33].[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33].[N+:26]([C:23]1[CH:22]=[CH:21][C:20]([CH2:19][O:18][C:16]([NH:15][C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[NH:29])=[O:17])=[CH:25][CH:24]=1)([O-:28])=[O:27]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 140386408HCID 140386408, compound

Product 1

HCID 140386409(4-nitrophenyl)methyl N-(piperazine-1-carboximidoyl)carbamate;bis(2,2,2-trifluoroacetic acid)

Procedure

750 mg of 4-t-butoxycarbonyl-1-(4-nitrobenzyloxycarbonylamidino)piperazine [prepared as described in Preparation 92(b)] were dissolved in 12 ml of trifluoroacetic acid, and the resulting solution was stirred at room temperature for 30 minutes. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and diethyl ether was added to the residue. The powder thus formed was washed three times with diethyl ether and then dried to obtain 1010 mg of the title compound, as a colorless powder.

Workup

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and diethyl ether
  2. additionwas added to the residue
  3. customThe powder thus formed
  4. washwas washed three times with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-c038b072be024d10a4b6bdc33a935791
Source dataset
uspto-grants-1999_02
Patent number
US05866564

Reaction notes

Loading…