Acetic Acid → N-(3-formyl-2-methylphenyl)acetamide

HRID 2286456Notes

Reaction equation

HRID 2286456 reaction equation
[CH3:1][C:2]1[C:9]([NH2:10])=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#N.[C:11](OC(=O)C)(=[O:13])[CH3:12].C(O)(=[O:20])C>>[CH3:1][C:2]1[C:9]([NH:10][C:11](=[O:13])[CH3:12])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:20]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 2548423-Amino-2-methylbenzonitrile

Product 1

HCID 20462526N-(3-formyl-2-methylphenyl)acetamide

Procedure

39g (0.3 mole) of 2-methyl-3-amino-benzonitrile were dissolved in 75 ml of acetic acid, 30 ml (0.3 mole) of acetic anhydride were added, the mixture was heated with reflux for 5 minutes, and cooled. The solid obtained was filtered off and the evaporation of the solent furnished an additional quantity of solid which was added to the preceding one. After recrystallisation of the whole from toluene, 44 g (95%) of colorless flakes were obtained, with a melting point of 160° C. l

Workup

  1. temperaturethe mixture was heated
  2. temperaturewith reflux for 5 minutes
  3. temperaturecooled
  4. customThe solid obtained
  5. filtrationwas filtered off
  6. customthe evaporation of the
  7. customsolent furnished an additional quantity of solid which
  8. additionwas added to the preceding one
  9. customAfter recrystallisation of the whole from toluene, 44 g (95%) of colorless flakes
  10. customwere obtained, with a melting point of 160° C. l

Sources & evidence

ORD record
ord-4e54882d31324ec0ac58cc74ee3f731a
Source dataset
uspto-grants-1981_05
Patent number
US04266060

Reaction notes

Loading…