Water → HCID 59216593, compound

HRID 2245289Notes

Reaction equation

HRID 2245289 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[C:7]([OH:14])[CH:8]=[N:9]2)([O-:3])=[O:2].[H-].[Na+].[CH3:17]I.O>CN(C=O)C>[CH3:17][O:14][C:7]1[CH:8]=[N:9][C:10]2[C:5]([CH:6]=1)=[C:4]([N+:1]([O-:3])=[O:2])[CH:13]=[CH:12][CH:11]=2

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 23262449HCID 23262449, compound

Product 1

HCID 59216593HCID 59216593, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-nitroquinolin-3-ol in DMF is added sodium hydride at 0° C. Then, methyl iodide is added and the mixture is stirred for 2 h. Water is added and the mixture is extracted with ethyl acetate. The organic layer is dried, filtered and concentrated under reduced pressure to give 3-methoxy-5-nitroquinoline.

Workup

  1. extractionthe mixture is extracted with ethyl acetate
  2. customThe organic layer is dried
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c11d1320af24428ea695ebab90f7259e
Source dataset
uspto-grants-2010_03
Patent number
US07683076B2

Reaction notes

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