Ammonia → Benzeneacetamide

HRID 1957274Notes

Reaction equation

HRID 1957274 reaction equation
[C:1]1([CH2:7][C:8](Cl)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH3:11]>C1C=CC=CC=1>[C:1]1([CH2:7][C:8]([NH2:11])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 7679Phenylacetyl chloride

Product 1

HCID 7680Benzeneacetamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Dissolved 15 g (0.1 mol) of phenylacetyl chloride in 100 ml of benzene. While stirring on a magnetic stirrer, introduced ammonia gas into the benzene solution at 20°-30° C. After reaction, the solid was collected by filtration, washed with water, and dried. The filtrate was washed in a separators funnel with water, and dehydrated with anhydrous magnesium sulfate. The solution was evaporated to dryness in a rotary evaporator. The residue together with the solid above obtained was purified by column chromatography employing silica gel-chloroform system, and recrystallization with chloroform to yield white crystal as compound 3-1. Yield, 11 g (80%).

Workup

  1. customAfter reaction
  2. filtrationthe solid was collected by filtration
  3. washwashed with water
  4. customdried
  5. washThe filtrate was washed in a separators funnel with water
  6. customThe solution was evaporated to dryness in a rotary evaporator
  7. customThe residue together with the solid above obtained
  8. customwas purified by column chromatography
  9. customsilica gel-chloroform system, and recrystallization with chloroform
  10. customto yield white crystal as compound 3-1
  11. customYield

Sources & evidence

ORD record
ord-6e60742ba9db4e909d5800c1962f2ad2
Source dataset
uspto-grants-1998_07
Patent number
US05783605

Reaction notes

Loading…