Acetic Anhydride → HCID 21281019, compound

HRID 462536

Reaction equation

HRID 462536 reaction equation
[NH2:1][C:2]1[C:9]([O:10][CH3:11])=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[O:12][CH3:13].[C:14](OC(=O)C)(=[O:16])C>C(O)=O>[CH3:13][O:12][C:3]1[CH:4]=[C:5]([CH:6]=[O:7])[CH:8]=[C:9]([O:10][CH3:11])[C:2]=1[NH:1][CH:14]=[O:16]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 200429634-Amino-3,5-dimethoxybenzaldehyde

Product 1

HCID 21281019HCID 21281019, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
10 °C

Procedure

A solution (cooled to 10° C.) of 18.1 g. of 4-amino-3,5-dimethoxy-benzaldehyde in 210 ml. of 98% formic acid was treated dropwise with 70 ml. of acetic anhydride with stirring and the temperature was maintained below 15° C. The solution was then stirred for 2 hours at room temperature, treated with 80 ml. of water and evaporated to dryness under vacuum. The residue was washed with water, recrystallized from alcohol and there was obtained 2',6'-dimethoxy-4'-formyl-formanilide having a melting point of 159°-160° C.

Workup

  1. temperaturethe temperature was maintained below 15° C
  2. additiontreated with 80 ml
  3. customof water and evaporated to dryness under vacuum
  4. washThe residue was washed with water
  5. customrecrystallized from alcohol

Sources & evidence

ORD record
ord-0740f635aa944097831929f0de9a50f3
Source dataset
uspto-grants-1985_05
Patent number
US04515948

Linked notes

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