Water → 2-(2-Dimethylaminoethoxy)-5-nitropyridine

HRID 2109970Notes

Reaction equation

HRID 2109970 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.CN[CH:13]([NH:16][CH3:17])[CH2:14][OH:15].[C:18](=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:18][N:16]([CH3:17])[CH2:13][CH2:14][O:15][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 15606958HCID 15606958, compound

Product 1

HCID 529049082-(2-Dimethylaminoethoxy)-5-nitropyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 7.93 g (50 mmol) of 2-chloro-5-nitropyridine, 4.9 g (55 mmol) of 2,2-dimethylaminoethanol and 4 g (29 mmol) of potassium carbonate in 50 mL of dimethylformamide was allowed to stand at room temperature with occasional shaking. The mixture was then poured into 200 mL of water and the resulting mixture was extracted three times with 30-mL portions of ethyl acetate. Drying over magnesium sulfate and evaporation of the solvent gave a yellowish oil.

Workup

  1. customto stand at room temperature with occasional shaking
  2. extractionthe resulting mixture was extracted three times with 30-mL portions of ethyl acetate
  3. dry with materialDrying over magnesium sulfate and evaporation of the solvent
  4. customgave a yellowish oil

Sources & evidence

ORD record
ord-0f69dcf193084838b8153e0f6e49bb56
Source dataset
uspto-grants-2009_04
Patent number
US07517367B2

Reaction notes

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