Methyl iodide → HCID 550302, compound
Reaction equation
[CH3:1][NH:2][C:3](=[S:6])[NH:4][NH2:5].[CH3:7]I.[C:9](O)([C:11]([F:14])([F:13])[F:12])=O>CCO>[CH3:1][N:2]1[C:9]([C:11]([F:14])([F:13])[F:12])=[N:5][N:4]=[C:3]1[S:6][CH3:7]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
4-Methylthiosemicarbazid (10.0 g, 95.09 mmol) in TFA (46.7 ml) was heated to reflux o.n. Excess TFA was removed via evaporation. The residue was dissolved in aq. 1M NaOH (100 ml), followed by dropwise addition of CH3I (4.47 ml, 71.17 mmol) in EtOH (22 ml). The resulting mixture was stirred o.n. Partial evaporation of the solvent induced crystallization. After dilution with H2O the solid was collected via filtration and gave after drying the title compound (5.2 g, 28%). MS (M++1) 198
Workup
- temperatureto reflux o.n
- customExcess TFA was removed via evaporation
- dissolutionThe residue was dissolved in aq. 1M NaOH (100 ml)
- customPartial evaporation of the solvent induced crystallization
- filtrationAfter dilution with H2O the solid was collected via filtration
- customgave
- dry with materialafter drying the title compound (5.2 g, 28%)
Sources & evidence
- ORD record
- ord-c4bd093d6b4e4b9da1c1cef9a95e38fe
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07585881B2
Reaction notes
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