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

HRID 2253772Notes

Reaction equation

HRID 2253772 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 (2 M), 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-4ffdeffb2a0a4488a41ba36720843222
Source dataset
uspto-grants-1993_08
Patent number
US05232940

Reaction notes

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