Hydroxylamine → N-[(6-Methylpyridin-3-yl)methylidene]hydroxylamine

HRID 271466Notes

Reaction equation

HRID 271466 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][N:3]=1.[NH2:10][OH:11]>CO>[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[N:10][OH:11])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 101925666-Methyl-3-pyridinecarboxaldehyde

Product 1

HCID 71325686N-[(6-Methylpyridin-3-yl)methylidene]hydroxylamineYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 6-methylnicotinaldehyde (1.67 g, 13.79 mmol) in 27.6 mL MeOH, hydroxylamine (50% weight in water, 0.87 mL, 14.2 mmol) was added. The reaction mixture was stirred at room temperature for 2 h and then at 40° C. for an additional 2 h. The reaction mixture was concentrated to obtain 1.76 g (94%) of the title compound as a light brown solid. HPLC: retention time=0.20 min.

Workup

  1. waitat 40° C. for an additional 2 h
  2. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-b466949669e249d693b5219ec900c20d
Source dataset
uspto-grants-2008_11
Patent number
US07452892B2

Reaction notes

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