Sulfuric Acid → HCID 23359014, compound

HRID 2396956Notes

Reaction equation

HRID 2396956 reaction equation
[F:1][C:2]1[C:11]([CH3:12])=[C:10]([F:13])[C:9]([F:14])=[CH:8][C:3]=1[NH:4][C:5](=[O:7])[CH3:6].S(=O)(=O)(O)O.[N+:20]([O-])([O-:22])=[O:21].[K+]>>[F:1][C:2]1[C:11]([CH3:12])=[C:10]([F:13])[C:9]([F:14])=[C:8]([N+:20]([O-:22])=[O:21])[C:3]=1[NH:4][C:5](=[O:7])[CH3:6]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 23359034HCID 23359034, compound

Product 1

HCID 23359014HCID 23359014, compoundYield 87.8%

Conditions

Temperature
0 °C

Procedure

To 2,4,5-trifluoro-3-methyl-N-acetylaniline (1.94 g) is added conc. sulfuric acid (19 ml) and the mixture is cooled to 0° C. Thereto potassium nitrate (2 g) is added below 20° C. and the mixture is stirred for 15 minutes. The reaction mixture is poured into ice-water, extracted with dichloromethane and the extract is dried. The solvent is distilled off under reduced pressure to give 2,4,5-trifluoro-3-methyl-6-nitro-N-acetylaniline (2.08 g), as white crystals.

Workup

  1. extractionextracted with dichloromethane
  2. customthe extract is dried
  3. distillationThe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-7005976cabba4ea784c8fc6d2dddce88
Source dataset
uspto-grants-1996_02
Patent number
US05495020

Reaction notes

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