1-Methylpiperazine → Sulfuric acid--4-methylpiperazine-1-carboximidamide (1/1)

HRID 910670Notes

Reaction equation

HRID 910670 reaction equation
[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].CS[C:8](=[NH:10])[NH2:9].[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>O>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[CH3:11][N:12]1[CH2:17][CH2:16][N:15]([C:8]([NH2:10])=[NH:9])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 752702-Methyl-2-thiopseudourea sulfate

Product 1

HCID 15564582Sulfuric acid--4-methylpiperazine-1-carboximidamide (1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of S-methylisothiourea sulfate (2.78 g, 10.0 mmol) in distilled water (20 mL) was added 1-methylpiperazine (2.22 mL, 20 mmol). After stirring for 48 h at room temperature, the solution was concentrated to approximately 5 mL and treated with EtOH (10 mL). The resulting solid was collected by filtration, washed with EtOH, and dried to yield 4-methyl-piperazine-1-carboxamidine sulfate as a colorless solid. Further concentration of the mother liquor yielded a second crop or the material.

Workup

  1. concentrationthe solution was concentrated to approximately 5 mL
  2. additiontreated with EtOH (10 mL)
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with EtOH
  5. customdried

Sources & evidence

ORD record
ord-2744e1e8e7064c73ba648298c56bb91e
Source dataset
uspto-grants-2011_09
Patent number
US08022209B2

Reaction notes

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