Chlorosuccinimide → HCID 178506300, compound

HRID 2243257Notes

Reaction equation

HRID 2243257 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3]1[CH:7]=[CH:6][NH:5][N:4]=1.[N+]([O-])([O-])=O.[NH4+].[Ce].[Ce].[Cl:17]N1C(=O)CCC1=O>C(#N)C>[Cl:17][C:7]1[C:3]([C:2]([F:9])([F:8])[F:1])=[N:4][NH:5][CH:6]=1

Participants

5

Reactant 3

HCID 31398ChlorosuccinimideHCID 18070343-(Trifluoromethyl)pyrazoleHCID 86617141Dicerium ammonium nitrate

Product 1

HCID 178506300HCID 178506300, compoundYield 143.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

An acetonitrile solution (20 ml) of 3-trifluoromethyl-1H-pyrazole (0.5 g), dicerium ammonium nitrate (1.0 g) and N-chlorosuccinimide (0.7 g) was refluxed for 3 hours. After cooling, the reaction solution was washed with saturated aqueous solution of sodium thiosulfate and saturated aqueous solution of sodium chloride. After drying an organic layer with magnesium sulfate, the solvent was distilled off under the reduced pressure to obtain 4-chloro-3-trifluoromethyl-1H-pyrazole (0.9 g).

Workup

  1. temperatureAfter cooling
  2. washthe reaction solution was washed with saturated aqueous solution of sodium thiosulfate and saturated aqueous solution of sodium chloride
  3. dry with materialAfter drying an organic layer with magnesium sulfate
  4. distillationthe solvent was distilled off under the reduced pressure

Sources & evidence

ORD record
ord-e9a7f1ef95944c41a61b3c3439030d43
Source dataset
uspto-grants-2010_03
Patent number
US07674807B2

Reaction notes

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