Hydroxylamine → 5-fluoro-N'-hydroxy-2-methoxybenzenecarboximidamide

HRID 1950811Notes

Reaction equation

HRID 1950811 reaction equation
[NH2:1][OH:2].[F:3][C:4]1[CH:5]=[CH:6][C:7]([O:12][CH3:13])=[C:8]([CH:11]=1)[C:9]#[N:10]>CCO>[F:3][C:4]1[CH:5]=[CH:6][C:7]([O:12][CH3:13])=[C:8]([C:9](=[N:1][OH:2])[NH2:10])[CH:11]=1

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 27827465-Fluoro-2-methoxybenzonitrile

Product 1

HCID 723368235-fluoro-N'-hydroxy-2-methoxybenzenecarboximidamideYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydroxylamine (4.97 ml; 82.7 mmol; 5 eq.) was added to a suspension of 5-fluoro-2-methoxybenzonitrile (Aldrich 527734; 2.5 g; 16.5 mmol; 1 eq.) in EtOH (30 mL) and the resulting mixture was stirred at room temperature for 3 days then to dryness to afford the title compound (3.04 g, 100%) as a white solid.

Sources & evidence

ORD record
ord-35d700529c9b4887a345a05f11874a66
Source dataset
uspto-grants-2013_03
Patent number
US08404676B2

Reaction notes

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