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

HRID 330077Notes

Reaction equation

HRID 330077 reaction equation
[F:1][C:2]1[C:9]([CH3:10])=[C:8]([F:11])[C:7]([F:12])=[CH:6][C:3]=1[C:4]#[N:5].S(=O)(=O)(O)[OH:14]>>[F:1][C:2]1[C:9]([CH3:10])=[C:8]([F:11])[C:7]([F:12])=[CH:6][C:3]=1[C:4]([NH2:5])=[O:14]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 14052568HCID 14052568, compound

Product 1

HCID 140525692,4,5-Trifluoro-3-methylbenzamide

Procedure

A mixture of 2,4,5-trifluoro-3-methylbenzonitrile (0.50 g) in concentrated sulfuric acid (0.3 ml) was stirred on an oil bath (90° to 100° C.) for 1 hour. After cooling, to the reacting mixture was added ice-water (5 ml), the resulting precipitate was collected by filtration, washed with water sufficiently and dried to give the title compound (0.52 g), mp 105°-108° C. This crystals were recrystallized from hexane to give colorless crystals, mp 112°-113° C.

Workup

  1. temperatureAfter cooling, to the reacting mixture
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with water sufficiently
  4. customdried

Sources & evidence

ORD record
ord-f228c8d379e24cb1a2230d2cb5f80d1e
Source dataset
uspto-grants-1990_01
Patent number
US04894458

Reaction notes

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