Water → 5-Bromo-2-chloro-4-(methylthio)pyrimidine
Reaction equation
C(S)[CH2:2][S:3]([O-])(=O)=O.[Na+].[Br:9][C:10]1[C:11](Cl)=[N:12][C:13]([Cl:16])=[N:14][CH:15]=1.O>C(#N)C>[Br:9][C:10]1[C:11]([S:3][CH3:2])=[N:12][C:13]([Cl:16])=[N:14][CH:15]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2 g of MeSNa (28.5 mmol; 1 eq.) and 6.5 g of 5-bromo-2,4-dichloropyrimidine (28.5 mmol, 1 eq.) were stirred in 50 mL dry acetonitrile at rt for 24 h. Then the mixture was poured into water, extracted with DCM, dried (Na2SO4) and evaporated to dryness. The product was recrystallized from hexane to yield 4 g of Intermediate 12 (70% yield).
Workup
- extractionextracted with DCM
- dry with materialdried (Na2SO4)
- customevaporated to dryness
- customThe product was recrystallized from hexane
Sources & evidence
- ORD record
- ord-8771832bb2d54727880b4c4f54ed2595
- Source dataset
- uspto-grants-2011_08
- Patent number
- US08003655B2
Reaction notes
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