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

HRID 1078444Notes

Reaction equation

HRID 1078444 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-13e3ca4fadd64bdc9890ecb31675a883
Source dataset
uspto-grants-1996_08
Patent number
US05547974

Reaction notes

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