Ammonia → HCID 136180252, compound

HRID 278378Notes

Reaction equation

HRID 278378 reaction equation
[CH3:1][O:2][N:3]=[C:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][C:5]1=[O:13].[NH3:14]>O1CCCC1>[OH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:4](=[N:3][O:2][CH3:1])[C:5]([NH2:14])=[O:13]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 54105024HCID 54105024, compound

Product 1

HCID 136180252HCID 136180252, compoundYield 36.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5 g (0.028 mol) of benzofuran-2,3-dione 3-(O-methyl-oxime) (WO-A 9524396) in 100 ml of tetrahydrofuran are stirred with 20 ml of 25% strength aqueous ammonia solution at 20° C. for 2 hours. The solvent is then distilled off under reduced pressure, the residue is poured onto water and extracted with ethyl acetate, the organic is dried over sodium sulphate and the solvent is distilled off under reduced pressure. The residue is recrystallized from ethanol, affording 2 g (36.4% of theory) of 2-(2-hydroxy-phenyl)-2-methoxyimino-acetamide.

Workup

  1. distillationThe solvent is then distilled off under reduced pressure
  2. additionthe residue is poured onto water
  3. extractionextracted with ethyl acetate
  4. dry with materialthe organic is dried over sodium sulphate
  5. distillationthe solvent is distilled off under reduced pressure
  6. customThe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-6a40145b0c6f42d1943e1f478ec84911
Source dataset
uspto-grants-2002_03
Patent number
US06359133B2

Reaction notes

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