Dimethylamine → N,N-dimethyl-3-nitropyridin-2-amine

HRID 1378438Notes

Reaction equation

HRID 1378438 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:11][NH:12][CH3:13].O>CCO>[CH3:11][N:12]([CH3:13])[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 962WaterHCID 796132-Chloro-3-nitropyridine

Product 1

HCID 556588N,N-dimethyl-3-nitropyridin-2-amineYield 99.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 2-chloro-3-nitropyridine (1.00 g, 0.00631 mol) in absolute EtOH (17 ml), under nitrogen, was treated, dropwise during 10 minutes, with 3.86 g (0.0214 mol) of 25% aqueous dimethylamine and kept at ambient temperature (25° C.) for 30 minutes. The mixture was mixed with water and extracted with EtOAc. The extract was washed with water, dried (MgSO4) and concentrated to give 1.05 g of the titled product, a yellow oil.

Workup

  1. customkept at ambient temperature
  2. custom(25° C.)
  3. customfor 30 minutes
  4. extractionextracted with EtOAc
  5. washThe extract was washed with water
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-1ff17f8b64874cc1b3708b067b12b3b5
Source dataset
uspto-grants-1997_09
Patent number
US05668157

Reaction notes

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