Homoallyl bromide → 1-(3-Butenyl)-5-bromopyrimid-2-one
Reaction equation
[K].[Br:2][C:3]1[CH:4]=[N:5][C:6](=[O:9])[NH:7][CH:8]=1.Br[CH2:11][CH2:12][CH:13]=[CH2:14]>CO>[CH2:14]([N:5]1[CH:4]=[C:3]([Br:2])[CH:8]=[N:7][C:6]1=[O:9])[CH2:13][CH:12]=[CH2:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of the potassium salt of 5-bromopyrimid-2-one (0.01 mol) and 4-bromo-1-butene (0.015 mol) was heated in methanol (60 ml) at 70° C. for 40 h. The reaction mixture was then evaporated and the mixture extracted with chloroform. This solution was washed with 1 N NaOH (5 ml). with water (5 ml) and dried (MgSO4) before evaporating; yield 50%, m.p. 127°-128° C. (acetone). (Found: C, 42.06; H, 3.94. Calc. for C8H9BrN2O: C, 41.94; H, 3.96).
Workup
- customThe reaction mixture was then evaporated
- extractionthe mixture extracted with chloroform
- washThis solution was washed with 1 N NaOH (5 ml)
- dry with materialwith water (5 ml) and dried (MgSO4)
- custombefore evaporating
Sources & evidence
- ORD record
- ord-c827da2bd0484d6e871f7e697a2c3aef
- Source dataset
- uspto-grants-1983_07
- Patent number
- US04395406
Reaction notes
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