Acetic Anhydride → 3-(4-Methoxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazole

HRID 460566Notes

Reaction equation

HRID 460566 reaction equation
[OH:1][N:2]=[C:3]([NH2:15])[C:4]1[O:8][C:7]2[CH:9]=[CH:10][CH:11]=[C:12]([O:13][CH3:14])[C:6]=2[CH:5]=1.[C:16](OC(=O)C)(=O)[CH3:17]>>[CH3:14][O:13][C:12]1[C:6]2[CH:5]=[C:4]([C:3]3[N:15]=[C:16]([CH3:17])[O:1][N:2]=3)[O:8][C:7]=2[CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 30694661-(Hydroxyimino)-1-(4-methoxybenzo(b)furan-2-yl)methylamine

Product 1

HCID 227291663-(4-Methoxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazole

Procedure

1-(Hydroxyimino)-1-(4-methoxybenzo(b)furan-2-yl)methylamine (3.4 g) was dissolved in acetic anhydride (40 ml) and the mixture was refluxed under heating for 14 hr. The reaction mixture was concentrated under reduced pressure and the obtained residue was recrystallized from acetonitrile to give the title compound (1.1 g) as pale-as brown crystals.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 14 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe obtained residue was recrystallized from acetonitrile

Sources & evidence

ORD record
ord-f930fb2dca9744238b691801279e9bef
Source dataset
uspto-grants-2007_03
Patent number
US07196199B2

Reaction notes

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