Water → 1-(2-Amino-4-pyridyl)-1-ethanone oxime

HRID 1155537Notes

Reaction equation

HRID 1155537 reaction equation
Cl.[NH2:2][OH:3].O.[OH-].[Na+].[NH2:7][C:8]1[CH:13]=[C:12]([C:14](=O)[CH3:15])[CH:11]=[CH:10][N:9]=1>CO>[NH2:7][C:8]1[CH:13]=[C:12]([C:14](=[N:2][OH:3])[CH3:15])[CH:11]=[CH:10][N:9]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 131452581-(2-Aminopyridin-4-yl)ethan-1-one

Product 1

HCID 1363591961-(2-Amino-4-pyridyl)-1-ethanone oxime

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 3.1 g. (45 mmoles) of hydroxylamine hydrochloride in 10 ml. of water was added 22.5 ml. of 2 N sodium hyroxide solution. To this solution was added 3.6 g. (26 mmoles) of 1-(2-amino-4-pyridyl)-1-ethanone and the mixture heated to the boiling point for 5 minutes. Methanol was added slowly until the mixture became homogeneous. Heating was continued until a precipitate began to form. The mixture was cooled to 0° C., and the resulting precipitate was filtered, washed with water and dried in vacuo. Recrystallization from ethyl acetate afforded 3.6 g. (92%) of the desired oxime, m.p. 215°-217° C.

Workup

  1. additionTo this solution was added 3.6 g
  2. temperatureHeating
  3. customto form
  4. filtrationthe resulting precipitate was filtered
  5. washwashed with water
  6. customdried in vacuo
  7. customRecrystallization from ethyl acetate
  8. customafforded 3.6 g

Sources & evidence

ORD record
ord-786f6d81c50e4a1d931770cb9741d1c2
Source dataset
uspto-grants-1981_11
Patent number
US04302464

Reaction notes

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