Sulfuric Acid → 2,4,5-Trifluoro-3-methoxybenzamide

HRID 358875Notes

Reaction equation

HRID 358875 reaction equation
S(=O)(=O)(O)[OH:2].[CH3:6][O:7][C:8]1[C:9]([F:18])=[C:10]([CH:13]=[C:14]([F:17])[C:15]=1[F:16])[C:11]#[N:12]>O>[CH3:6][O:7][C:8]1[C:9]([F:18])=[C:10]([CH:13]=[C:14]([F:17])[C:15]=1[F:16])[C:11]([NH2:12])=[O:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 140963702,4,5-Trifluoro-3-methoxybenzonitrile

Product 1

HCID 27752782,4,5-Trifluoro-3-methoxybenzamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 ml of concentrated sulfuric acid and 1.2 ml of water were added to 1.24 g (0.007 mole) of 3-methoxy-2,4,5-trifluorobenzonitrile (XXIV) [prepared as described in Step (E4) above], and the mixture was heated at 100°-140° C. for 30 minutes, poured into ice-water, and extracted with ethyl acetate. The extract was washed with water and dried, and the solvent was removed by evaporation under reduced pressure to afford 1.10 g of 3-methoxy-2,4,5-trifluorobenzamide (XXV) as a pale brown powder melting at 131°-133° C.

Workup

  1. temperaturethe mixture was heated at 100°-140° C. for 30 minutes
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. customdried
  5. customthe solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-90feeeeb002248bbac841809afc0ca20
Source dataset
uspto-grants-1991_03
Patent number
US04997943

Reaction notes

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