Methyl iodide → HCID 12767209, compound
Reaction equation
[CH2:1]([N:5]1[C:9](=[O:10])[C:8](=[C:11]([CH3:13])[CH3:12])[NH:7][C:6]1=[O:14])[CH2:2][CH2:3][CH3:4].[H-].[Na+].[CH3:17]I>CN(C)C=O>[CH3:17][N:7]1[C:8](=[C:11]([CH3:13])[CH3:12])[C:9](=[O:10])[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]1=[O:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
3-n-Butyl-5-(1-methylethylidene)-2,4-imidazolidinedione (3.8 g 0.02 mole) was added to a suspension of sodium hydride (0.95 g 50% oil dispersion 0.2 mole) in dry dimethylformamide (30 ml) and heated at 50° C. for five minutes. The mixture was cooled to room-temperature, methyl iodide (3.4 g 0.024 mole) added and the mixture heated at 50° C. for fifteen minutes. The mixture was then evaporated to dryness on a rotary evaporator under reduced pressure and the residue dissolved in water (100 ml) and extracted into ether (3×50 ml). The ethereal solution was dried (MgSO4) the solvent removed and the residue (title compound) distilled under reduced pressure in a Kugelrohr apparatus, b.p. 100° C. at 0.01 mm. Yield=3.8 g=92%.
Workup
- additionadded
- temperaturethe mixture heated at 50° C. for fifteen minutes
- customThe mixture was then evaporated to dryness on a rotary evaporator under reduced pressure
- dissolutionthe residue dissolved in water (100 ml)
- extractionextracted into ether (3×50 ml)
- dry with materialThe ethereal solution was dried (MgSO4) the solvent
- customremoved
- distillationthe residue (title compound) distilled under reduced pressure in a Kugelrohr apparatus, b.p. 100° C. at 0.01 mm
Sources & evidence
- ORD record
- ord-1cb847eda03a427fbb281299d988023d
- Source dataset
- uspto-grants-1980_10
- Patent number
- US04230709
Reaction notes
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