Water → HCID 178477994, compound

HRID 1586356Notes

Reaction equation

HRID 1586356 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[CH:11][NH:10][N:9]=2)=[CH:4][CH:3]=1.[Br:13]Br.O>C(O)(=O)C>[Br:13][C:12]1[C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[N:9][NH:10][CH:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 178477945HCID 178477945, compound

Product 1

HCID 178477994HCID 178477994, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.5 g (0.0084 mol) of 3-(4-chlorophenyl)-1H-pyrazole, prepared in the above example (19), are dissolved, at room temperature and with stirring, in 25 ml of acetic acid. 1.6 g (0.01 mol) of bromine are then run in dropwise while maintaining the temperature below 30° C. Stirring is maintained for 30 hours 30 min and then the reaction mixture is poured into water. The precipitate is filtered and washed with water and heptane. 2.1 g (0.0084 mol) (yield: 100%; melting point: 143° C.) of 4-bromo-3-(4-chlorophenyl)-1H-pyrazole are obtained.

Workup

  1. dissolutionare dissolved, at room temperature
  2. temperaturewhile maintaining the temperature below 30° C
  3. temperatureis maintained for 30 hours 30 min
  4. filtrationThe precipitate is filtered
  5. washwashed with water and heptane

Sources & evidence

ORD record
ord-2a83b43b51e4421db06a1ed87a9decbe
Source dataset
uspto-grants-1999_08
Patent number
US05945382

Reaction notes

Loading…