Triethylamine → N'-Hydroxy-6-methyl-3-pyridazinecarboximidamide

HRID 2415754Notes

Reaction equation

HRID 2415754 reaction equation
[C:1]([C:3]1[N:4]=[N:5][C:6]([CH3:9])=[CH:7][CH:8]=1)#[N:2].Cl.[NH2:11][OH:12].C(N(CC)CC)C>CO>[OH:12][N:11]=[C:1]([C:3]1[N:4]=[N:5][C:6]([CH3:9])=[CH:7][CH:8]=1)[NH2:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 136429416-Methylpyridazine-3-carbonitrile

Product 1

HCID 136347704N'-Hydroxy-6-methyl-3-pyridazinecarboximidamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Cyano-6-methyl pyridazine (U.S. Pat. No. 5,914,319) (0.77 g, 6.4 mmol) was dissolved in methanol (20 mL), then hydroxylamine hydrochloride (0.66 g, 9.6 mmol) and triethylamine (1.3 mL, 9.6 mmol) were added and the mixture was stirred at room temperature overnight. The mixture was chilled in an ice-bath, then the solid was collected by filtration, washed with methanol and dried to give the title compound as a pale yellow solid (0.84 g).

Workup

  1. temperatureThe mixture was chilled in an ice-bath
  2. filtrationthe solid was collected by filtration
  3. washwashed with methanol
  4. customdried

Sources & evidence

ORD record
ord-cda37a2c2645428fb511e980785d23db
Source dataset
uspto-grants-2004_11
Patent number
US06821972B2

Reaction notes

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