Bromine → 4-Bromo-1-(4-fluorophenyl)-5-[4-(methylthio)phenyl]pyrazole

HRID 654804Notes

Reaction equation

[Br:1]Br.[F:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([S:21][CH3:22])=[CH:17][CH:16]=3)=[CH:13][CH:12]=[N:11]2)=[CH:6][CH:5]=1>ClCCl>[Br:1][C:13]1[CH:12]=[N:11][N:10]([C:7]2[CH:6]=[CH:5][C:4]([F:3])=[CH:9][CH:8]=2)[C:14]=1[C:15]1[CH:20]=[CH:19][C:18]([S:21][CH3:22])=[CH:17][CH:16]=1

Participants

Conditions

Temperature: 5 °C

Procedure

A solution of bromine (0.9 g) in dichloromethane (2 ml) was added dropwise to an ice-cooled solution of 1-(4-fluorophenyl)-5-[4-(methylthio)phenyl]pyrazole (1.6 g) in dichloromethane (10 ml). The mixture was stirred at 5° C. for 1 hour, washed with a solution of sodium bisulfite and water, dried, and concentrated in vacuo. The residue (1.9 g) was recrystallized from ethanol to give crystals of 4-bromo-1-(4-fluorophenyl)-5-[4-(methylthio)phenyl]pyrazole (1.3 g).

Workup

washwashed with a solution of sodium bisulfite and water
customdried
concentrationconcentrated in vacuo
customThe residue (1.9 g) was recrystallized from ethanol

Sources & evidence

ORD record: ord-35d1e38ad1f7460a916a9c50275e8f35
Source dataset: uspto-grants-1992_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05134142

Reaction notes

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