Hydroxyamine hydrochloride → 1-[5-Methyl-2-(3-methyl-4-pyridinyl)-1H-imidazol-4-yl]ethanone oxime hydrate

HRID 615330Notes

Reaction equation

HRID 615330 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][C:8]=2[CH3:13])=[N:4][C:3]=1[C:14](=[O:16])[CH3:15].C([O-])(=O)C.[Na+].Cl.[NH2:23][OH:24]>O>[OH2:16].[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][C:8]=2[CH3:13])=[N:4][C:3]=1[C:14](=[N:23][OH:24])[CH3:15]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 133879411-[5-Methyl-2-(3-methyl-4-pyridinyl)-1H-imidazol-4-yl]ethanone

Product 1

HCID 1363993121-[5-Methyl-2-(3-methyl-4-pyridinyl)-1H-imidazol-4-yl]ethanone oxime hydrate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 1.0 g (0.005 mole) amount of 1-[5-methyl-2-(3-methyl-4-pyridinyl)-1H-imidazol-4-yl]ethanone (prepared as described in Example 27) dissolved in 200 ml of boiling water, were added 1.0 g (0.012 mole) of sodium acetate and 0.7 g (0.01 mole) of hydroxylamine hydrochloride. The mixture was stirred and heated for 3 hours, then cooled at room temperature. The resulting precipitate was collected by filtration and when dried at 60° C. for 18 hours gave 0.6 g of the desired product as its hydrate, a yellowish powder, mp 195°-197° C. (dec.).

Workup

  1. temperatureheated for 3 hours
  2. filtrationThe resulting precipitate was collected by filtration and when
  3. customdried at 60° C. for 18 hours

Sources & evidence

ORD record
ord-af958624478d44478451046fbc5bc457
Source dataset
uspto-grants-1985_02
Patent number
US04499097

Reaction notes

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