m-Aminoacetanilide → HCID 21419824, compound

HRID 441272Notes

Reaction equation

HRID 441272 reaction equation
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.[NH2:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[NH:11][C:12](=[O:14])[CH3:13]>C1C=CC=CC=1>[C:12]([NH:11][C:10]1[CH:9]=[C:8]([CH:17]=[CH:16][CH:15]=1)[NH:7][C:4](=[O:5])[CH2:3][C:2](=[O:6])[CH3:1])(=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 7604m-AminoacetanilideHCID 12661Diketene

Product 1

HCID 21419824HCID 21419824, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

20.1 g of diketene were added to a solution of 35 g of m-aminoacetanilide in 150 ml of benzene and after stirring for an hour, the mixture was evaporated to dryness under reduced pressure. The residue was added to acetone and the mixture was filtered. The filtrate was evaporated to dryness under reduced pressure and the residue was added to ether. The mixture was vacuum filtered and the precipitate was washed and dried to obtain 50 g of m-acetamido-acetylacetanilide melting at 107° C. which was used as is for the next step.

Workup

  1. customthe mixture was evaporated to dryness under reduced pressure
  2. additionThe residue was added to acetone
  3. filtrationthe mixture was filtered
  4. customThe filtrate was evaporated to dryness under reduced pressure
  5. additionthe residue was added to ether
  6. filtrationfiltered
  7. washthe precipitate was washed
  8. customdried

Sources & evidence

ORD record
ord-7dac67fd3ecf429f994d9043c5948e60
Source dataset
uspto-grants-1977_08
Patent number
US04039316

Reaction notes

Loading…