Water → HCID 178503285, compound

HRID 919301Notes

Reaction equation

HRID 919301 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

HCID 962WaterHCID 23668193Sodium NitriteHCID 901770754-Chloro-3-(methylthio)pyridin-2-amine

Product 1

HCID 178503285HCID 178503285, compound

Reagents, catalysts & solvents 2

HCID 24462Copper SulfateCatalystHCID 313Hydrochloric AcidSolvent

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

  1. extractionextracted with EtOAc (2×5 mL)
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-7f2cf5e123324d66a8a191d06adce567
Source dataset
uspto-grants-2016_03
Patent number
US09273033B2

Reaction notes

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