Hydroxylamine → N-hydroxy-6-methyl-pyridine-2-carboxamidine

HRID 405774Notes

Reaction equation

HRID 405774 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[CH:5]=[CH:4][CH:3]=1.[NH2:10][OH:11]>CCO>[OH:11][N:10]=[C:8]([NH2:9])[C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 741826-Methylpyridine-2-carbonitrile

Product 1

HCID 136295641N-hydroxy-6-methyl-pyridine-2-carboxamidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-Methylpicolinonitrile (12 mg, 0.1 mmol) was dissolved in EtOH (0.5 mL) and treated with NH2OH (1.5 eq of a 50% aq solution). The mixture was stirred at room temperature for 12 hours then reduced to dryness to afford N′-hydroxy-6-methylpicolinimidamide (6) as a clear yellow oil, which was used without purification.

Sources & evidence

ORD record
ord-cda047e0ea6d438c932ab5e0b5713c40
Source dataset
uspto-grants-2014_06
Patent number
US08754071B2

Reaction notes

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