2-Benzofurancarbonitrile, 4-methoxy- → 1-(Hydroxyimino)-1-(4-methoxybenzo(b)furan-2-yl)methylamine

HRID 2085137Notes

Reaction equation

HRID 2085137 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]=1

Participants

5

Reactant 3

HCID 2152702-Benzofurancarbonitrile, 4-methoxy-HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 30694661-(Hydroxyimino)-1-(4-methoxybenzo(b)furan-2-yl)methylamineYield 102%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

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

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 1.5 hr
  3. filtrationThe inorganic material was filtered off
  4. 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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