Nitric Acid → 2-Chloro-4-fluoro-5-nitrobenzonitrile

HRID 1258699Notes

Reaction equation

HRID 1258699 reaction equation
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:7]=1[C:8]#[N:9]>OS(O)(=O)=O>[Cl:5][C:6]1[CH:13]=[C:12]([F:14])[C:11]([N+:1]([O-:4])=[O:2])=[CH:10][C:7]=1[C:8]#[N:9]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 1090002-Chloro-4-fluorobenzonitrile

Product 1

HCID 107267312-Chloro-4-fluoro-5-nitrobenzonitrile

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

Fuming HNO3 (2.9 mL, 64 mmol) was added dropwise to a solution of 2-chloro-4-fluorobenzonitrile (5.0 g, 32 mmol) in conc. H2SO4 (5 mL) at 0° C. The mixture was stirred at 0° C. for 15 min and at rt for 30 min whereafter it was poured into ice. The precipitate was filtered off, washed with water and dried under vacuum.

Workup

  1. additionwas poured into ice
  2. filtrationThe precipitate was filtered off
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-8802bea713fd4ab299fc0a74ecb89756
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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