Sodium hydride → 1-Cyclopropylimidazolidin-2-one
Reaction equation
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][CH:8]1[CH2:10][CH2:9]1)=[O:6].[H-].[Na+]>C1COCC1>[CH:8]1([N:7]2[CH2:2][CH2:3][NH:4][C:5]2=[O:6])[CH2:10][CH2:9]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A 0° C. solution of 1-(2-chloroethyl)-3-cyclopropylurea (1.31 g, 8.06 mmol) in THF (40 mL) was treated with NaH (60% in mineral oil, 0.387 g, 9.67 mmol), stirred for 10 minutes, then warmed to RT and stirred for 6 h. The mixture was treated with satd. NH4Cl, the solids removed via filtration and washed with EtOAc. The filtrate was washed with brine, dried over Na2SO4 and concentrated to dryness to afford crude 1-cyclopropylimidazolidin-2-one (760 mg, 75%) which was used without further purification.
Workup
- stirringstirred for 6 h
- additionThe mixture was treated with satd
- customNH4Cl, the solids removed via filtration
- washwashed with EtOAc
- washThe filtrate was washed with brine
- dry with materialdried over Na2SO4
- concentrationconcentrated to dryness
Sources & evidence
- ORD record
- ord-b946a33d4cab406c8fa47952e3118f1f
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09133183B2
Reaction notes
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