2-Benzofurancarbonitrile, 4-methoxy- → 1-(Hydroxyimino)-1-(4-methoxybenzo(b)furan-2-yl)methylamine
Reaction equation
[CH3:1][O:2][C:3]1[C:11]2[CH:10]=[C:9]([C:12]#[N:13])[O:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.Cl.[NH2:15][OH:16].C(=O)([O-])O.[Na+]>C(O)C>[OH:16][N:15]=[C:12]([NH2:13])[C:9]1[O:8][C:7]2[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:11]=2[CH:10]=1Participants
5
Procedure
To a solution (40 ml) of 4-methoxybenzo(b)furan-2-carbonitrile (2.8 g) in ethanol were added hydroxylamine hydrochloride (1.2 g) and sodium hydrogencarbonate (3.0 g). The mixture was refluxed under heating for 1.5 hr. The inorganic material was filtered off and the reaction mixture was concentrated under reduced pressure to give the title compound (3.4 g) as brown crystals.
Workup
- temperatureThe mixture was refluxed
- temperatureunder heating for 1.5 hr
- filtrationThe inorganic material was filtered off
- concentrationthe reaction mixture was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-807bf9a2f3484feeb6dbf114ceb47bfe
- Source dataset
- uspto-grants-2004_04
- Patent number
- US06720320B2
Reaction notes
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