Potassium Carbonate → 1-(2-Hydroxy-3,3,3-trichloropropyl)-5-bromopyrimid-2-one
Reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.[O:9]1[CH:11]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH2:10]1.C([O-])([O-])=O.[K+].[K+]>CN(C)C=O>[OH:9][CH:11]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH2:10][N:4]1[CH:3]=[C:2]([Br:1])[CH:7]=[N:6][C:5]1=[O:8]Participants
5
Conditions
- Temperature
- 80 °C
Procedure
A stirred mixture of 5-bromopyrimid-2-one (0.009 mol), 1,2-epoxy-3,3,3-trichloropropane (0.009 mol) and K2CO3 (33 mg) in dimethylformamide (40 ml ) was heated at 80° C. for 4 h. The reaction mixture was then evaporated to dryness at reduced pressure (1 mm Hg). The crystalline residue was triturated with a little ether and dissolved in ethyl acetate. The filtered ethyl acetate solution was concentrated to about 50 ml and left in the cold when the product crystallized out in 52% yield. m.p. 210°-212° C. (ethyl acetate).
Workup
- customThe reaction mixture was then evaporated to dryness at reduced pressure (1 mm Hg)
- customThe crystalline residue was triturated with a little ether
- dissolutiondissolved in ethyl acetate
- concentrationThe filtered ethyl acetate solution was concentrated to about 50 ml
- waitleft in the cold when the product
- customcrystallized out in 52% yield
Sources & evidence
- ORD record
- ord-81e1ed89da8d4ea4881280598e77f346
- Source dataset
- uspto-grants-1983_07
- Patent number
- US04395406
Reaction notes
Loading…