Hydrogen Bromide → 5-Amino-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

HRID 842148Notes

Reaction equation

HRID 842148 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4](Cl)[C:3]=1C(OCC)=O.[BrH:25]>C(O)(=O)C>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([Br:25])[CH:3]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 22618389HCID 22618389, compound

Product 1

HCID 226183945-Amino-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 5-amino-4-carboethoxy-3-chloro-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (3.3 g), hydrobromic acid (45%; 30 ml) and acetic acid (50 ml) was boiled under reflux for 18 h. The mixture was evaporated to low bulk and basified with sodium hydroxide solution (2M), and the product was filtered off, dried (2.9 g) and recrystallized from a mixture of ethanol and water to give 5-amino-3-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazole (2.5 g), m.p. 132.5-134° C. in the form of a colorless solid.

Workup

  1. temperatureunder reflux for 18 h
  2. customThe mixture was evaporated to low bulk
  3. filtrationthe product was filtered off
  4. customdried (2.9 g)
  5. customrecrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-8108d49f2aff4e78975a87ed21a53647
Source dataset
uspto-grants-2002_04
Patent number
US06372774B1

Reaction notes

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