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

HRID 1416822Notes

Reaction equation

HRID 1416822 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 flux 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. customThe mixture was evaporated to low bulk
  2. filtrationthe product was filtered off
  3. customdried (2.9 g)
  4. customrecrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-0f00480083e645408c02090e02ced91d
Source dataset
uspto-grants-1999_06
Patent number
US05916618

Reaction notes

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