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

HRID 861236Notes

Reaction equation

HRID 861236 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-67fd54b495cb4da98803a70be83438d6
Source dataset
uspto-grants-1998_02
Patent number
US05714191

Reaction notes

Loading…