7-Methoxybenzofuran-2-carbonitrile → 1-(Hydroxyimino)-1-(7-methoxybenzo(b)furan-2-yl)methylamine

HRID 460569Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:8]2[O:9][C:10]([C:12]#[N:13])=[CH:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.Cl.[NH2:15][OH:16].C(=O)([O-])O.[Na+]>>[OH:16][N:15]=[C:12]([NH2:13])[C:10]1[O:9][C:8]2[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[CH:6][C:7]=2[CH:11]=1

Participants

Reactant 3

HCID 2985567-Methoxybenzofuran-2-carbonitrile

HCID 443297Hydroxyamine hydrochloride

HCID 516892Sodium Bicarbonate

Product 1

HCID 30694701-(Hydroxyimino)-1-(7-methoxybenzo(b)furan-2-yl)methylamineYield 92.4%

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 28 using 7-methoxybenzo(b)furan-2-carbonitrile (3.0 g), hydroxylamine hydrochloride (1.4 g) and sodium hydrogencarbonate (2.1 g), the title compound (3.3 g) was obtained as brown crystals.

Sources & evidence

ORD record: ord-eca6e16760354c3da092a460468d06be
Source dataset: uspto-grants-2007_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07196199B2

Reaction notes

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