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

HRID 615327Notes

Reaction equation

HRID 615327 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[C:13](=O)[CH3:14].C([O-])(=O)C.[Na+].Cl.[NH2:22][OH:23]>O>[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[C:13](=[N:22][OH:23])[CH3:14]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 133879391-[5-Methyl-2-(4-pyridinyl)-1H-imidazol-4-yl]ethanone

Product 1

HCID 1363993111-[5-Methyl-2-(4-pyridinyl)-1H-imidazol-4-yl]-ethanone oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 1.0 g (0.005 mole) amount of 1-[5-methyl-2-(4-pyridinyl)-1H-imidazol-4-yl]ethanone (prepared as described in Example 24) 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 2 hours, then cooled to room temperature. The resulting precipitate was collected by filtration and when dried at 60° C. for 18 hours gave 0.7 g of the product of the Example as white crystals, mp 253°-255° C. (dec.).

Workup

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

Sources & evidence

ORD record
ord-1b477c8333b849b495209697c50baf6f
Source dataset
uspto-grants-1985_02
Patent number
US04499097

Reaction notes

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