Water → 5-Chloro-6-(chloromethyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
Reaction equation
S(Cl)([Cl:4])(=O)=O.[Cl:6][CH2:7][C:8]1[NH:13][C:12](=[O:14])[NH:11][C:10](=[O:15])[CH:9]=1.O>C(O)(=O)C>[Cl:4][C:9]1[C:10](=[O:15])[NH:11][C:12](=[O:14])[NH:13][C:8]=1[CH2:7][Cl:6]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Sulfuryl chloride (120 ml) was added dropwise to a suspension of 6-chloromethyluracil (163 g) in acetic acid (500 ml) over 20 minutes at room temperature, and the mixture was stirred for an additional 3 hours at room temperature. The resultant solution was poured into iced water (500 ml), and then precipitated crystals were collected through filtration, to there by obtain 182.3 g of 5-chloro-6-chloromethyluracil (92% yield).
Workup
- customprecipitated crystals
- filtrationwere collected through filtration, to there
Sources & evidence
- ORD record
- ord-61e4140b5be64e40835bc04847fcbbb0
- Source dataset
- uspto-grants-2002_11
- Patent number
- US06479500B1
Reaction notes
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