Nitric Acid → 2,6-Difluoro-3-nitro-phenylacetamide

HRID 397533Notes

Reaction equation

HRID 397533 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]#[N:11].[N+:12]([O-])([OH:14])=[O:13].[OH:16]S(O)(=O)=O>>[F:1][C:2]1[C:7]([N+:12]([O-:14])=[O:13])=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH2:9][C:10]([NH2:11])=[O:16]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric Acid2×HCID 69559(2,6-Difluorophenyl)acetonitrile

Product 1

HCID 684632402,6-Difluoro-3-nitro-phenylacetamide

Procedure

To a stirred mixture 2,6-difluorophenylacetonitrile (3.06 g, 20.0 mmol) in 30 mL of H2SO4 at 0° C. was added 12 mL of a 1:1 mixture of nitric acid and sulfuric acid. The reaction mixture stirred for 5 h and poured onto crushed ice. The resulting solid was filtered and air dried to give 2,6-difluoro-3-nitro-phenylacetamide.

Workup

  1. additionpoured
  2. customonto crushed ice
  3. filtrationThe resulting solid was filtered
  4. customair dried

Sources & evidence

ORD record
ord-af6cf576d3aa437b8bfa0a14611289ac
Source dataset
uspto-grants-2003_08
Patent number
US06610701B2

Reaction notes

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