Hydroxyamine hydrochloride → HCID 136349509, compound

HRID 875235Notes

Reaction equation

HRID 875235 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=O)=[N:5][CH:4]=[N:3]1.Cl.[NH2:16][OH:17]>N1C=CC=CC=1>[OH:17]/[N:16]=[C:7](\[C:6]1[N:2]([CH3:1])[N:3]=[CH:4][N:5]=1)/[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 13125206HCID 13125206, compound

Product 1

HCID 136349509HCID 136349509, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of (1-methyl-1H-1,2,4-triazol-5-yl)(phenyl)methanone (5.5 g, 29.38 mmol, 1 eq.) in 100 ml of pyridine was added hydroxylamine hydrochloride (5.1 g, 73.45 mmol, 2.5 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 ((Z)-N-hydroxy-1-(1-methyl-1H-1,2,4-triazol-5-yl)-1-phenylmethanimine (5.28 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-f622e28ae59d4a8d830b451351f3d0f5
Source dataset
uspto-grants-2015_03
Patent number
US08981111B2

Reaction notes

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