Water → HCID 178503285, compound
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](N)[C:3]=1[S:9][CH3:10].N([O-])=[O:12].[Na+].O>Cl.[O-]S([O-])(=O)=O.[Cu+2]>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([OH:12])[C:3]=1[S:9][CH3:10]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 0 °C
Procedure
To a solution 4-chloro-3-(methylthio)pyridin-2-amine (40 mg, 0.23 mmol), NaNO2 (17 mg, 0.25 mmol) in HCl aq (6M, 0.5 mL) was added CuSO4 (37 mg, 0.23 mmol). The resulting mixture was allowed to stir at 0° C. for 0.5 h. To the solution was added water (1 mL), extracted with EtOAc (2×5 mL), dried over Na2SO4, filtered and concentrated to afford the title compound as a yellow solid. LC/MS m/z=176.1 [M+H]+
Workup
- extractionextracted with EtOAc (2×5 mL)
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-7f2cf5e123324d66a8a191d06adce567
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09273033B2
Reaction notes
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