Water → HCID 178510179, compound

HRID 919303Notes

Reaction equation

HRID 919303 reaction equation
N[C:2]1[N:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:3]=1[C:4]#[N:5].N([O-])=[O:12].[Na+].O>Cl.[O-]S([O-])(=O)=O.[Cu+2]>[Cl:10][C:6]1[C:3]([C:4]#[N:5])=[C:2]([OH:12])[N:9]=[CH:8][CH:7]=1

Participants

6

Reactant 3

HCID 962WaterHCID 23668193Sodium NitriteHCID 90177068HCID 90177068, compound

Product 1

HCID 178510179HCID 178510179, compound

Reagents, catalysts & solvents 2

HCID 24462Copper SulfateCatalystHCID 313Hydrochloric AcidSolvent

Conditions

Temperature
0 °C

Procedure

To a solution 2-amino-4-chloronicotinonitrile (90 mg, 0.59 mmol), NaNO2 (45 mg, 0.65 mmol), in HCl (6M, 1 mL) was added CuSO4 (94 mg, 0.59 mmol). The resulting mixture was allowed to stir at 0° C. for 0.5 h. To the solution was added water (2 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=155.2 [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-e7b6e479a13845d9afc13a1811a6c1e9
Source dataset
uspto-grants-2016_03
Patent number
US09273033B2

Reaction notes

Loading…