Chloroform → HCID 13769112, compound

HRID 978932Notes

Reaction equation

HRID 978932 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N:11]2[C:15]([Cl:16])=[CH:14][C:13]([CH3:17])=[N:12]2)=[C:4]([F:18])[CH:3]=1.C(Cl)(Cl)Cl.C([O-])(=O)C.[Na+].[Br:28]Br>C(O)(=O)C>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N:11]2[C:15]([Cl:16])=[C:14]([Br:28])[C:13]([CH3:17])=[N:12]2)=[C:4]([F:18])[CH:3]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 24408BromineHCID 517045Sodium AcetateHCID 13769107HCID 13769107, compound

Product 1

HCID 13769112HCID 13769112, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The solution of 12.5 g (0.043 mol) of 1-(4-chloro-2-fluoro-5-nitrophenyl)-3-methyl-5-chloropyrazole in the mixed solvent made of 100 ml of chloroform and 100 ml of acetic acid was added with 3.9 g (0.047 mol) of sodium acetate, followed by 7.2 g (0.045 mol) of bromine at 10° C. After stirred at the same temperature for 2 hours, the reaction mixture was poured into ice water and the chloroform layer was separated. The chloroform layer was washed with an aqueous sodium bicarbonate and water and concentrated to obtain 13.0 g of 1-(4-chloro-2-fluoro-5-nitrophenyl)-3-methyl-4-bromo-5-chloropyrazole as pale yellow crystals, melting point: 135° to 137° C. in yield of 82%.

Workup

  1. customthe chloroform layer was separated
  2. washThe chloroform layer was washed with an aqueous sodium bicarbonate and water
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-c64d70c502ae4baebaaa0f28f2d6eab0
Source dataset
uspto-grants-1987_05
Patent number
US04666507

Reaction notes

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