Hydroxyamine hydrochloride → HCID 136331258, compound

HRID 875241Notes

Reaction equation

HRID 875241 reaction equation
[CH3:1][N:2]1[CH:6]=[N:5][N:4]=[C:3]1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O.Cl.[NH2:16][OH:17]>N1C=CC=CC=1>[OH:17][N:16]=[C:7]([C:3]1[N:2]([CH3:1])[CH:6]=[N:5][N:4]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 14978355HCID 14978355, compound

Product 1

HCID 136331258HCID 136331258, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of (4-methyl-4H-1,2,4-triazol-3-yl)(phenyl)methanone (2.4 g, 12.82 mmol, 1 eq.) in 100 ml of pyridine was added hydroxylamine hydrochloride (3.56 g, 51.28 mmol, 4.0 eq.). The temperature was raised to 50° C. and the reaction stirred overnight. The solvent was then evaporated and the residue dissolved in DCM and washed with H2O. The organic layer was washed with 0.1N HCl and dried over MgSO4. The solvent was evaporated to give N-hydroxy-1-(4-methyl-4H-1,2,4-triazol-3-yl)-1-phenylmethanimine (2.51 g, 89% yield) as a white solid.

Workup

  1. customThe solvent was then evaporated
  2. dissolutionthe residue dissolved in DCM
  3. washwashed with H2O
  4. washThe organic layer was washed with 0.1N HCl
  5. dry with materialdried over MgSO4
  6. customThe solvent was evaporated

Sources & evidence

ORD record
ord-884968274f474fd4a9e5997df5989c28
Source dataset
uspto-grants-2015_03
Patent number
US08981111B2

Reaction notes

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