Hydrogen Bromide → 4-(3-Bromofuran-2-yl)-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

HRID 1108825Notes

Reaction equation

HRID 1108825 reaction equation
[C:1]([C:3]1[C:7]([CH:8]([OH:18])[C:9]#[C:10][CH:11](OCC)OCC)=[CH:6][N:5]([C:19]2[C:24]([Cl:25])=[CH:23][C:22]([C:26]([F:29])([F:28])[F:27])=[CH:21][C:20]=2[Cl:30])[N:4]=1)#[N:2].[BrH:31].O.CCOCC>O1CCOCC1>[Br:31][C:9]1[CH:10]=[CH:11][O:18][C:8]=1[C:7]1[C:3]([C:1]#[N:2])=[N:4][N:5]([C:19]2[C:24]([Cl:25])=[CH:23][C:22]([C:26]([F:27])([F:28])[F:29])=[CH:21][C:20]=2[Cl:30])[CH:6]=1

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 962WaterHCID 3283Diethyl EtherHCID 221208993-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-(4,4-diethoxy-1-hydroxybut-2-ynyl)pyrazole

Product 1

HCID 99116334-(3-Bromofuran-2-yl)-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a stirred solution of 3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-(4,4-diethoxy-1-hydroxybut-2-ynyl)pyrazole (0.04 g) in dioxane (1 ml) was added dropwise at room temperature hydrobromic acid (0.04 g). After 30 minutes the reaction mixture was poured into water (10 ml) and ether (10 ml). The organic layer was separated, dried (MgSO4) and evaporated. Recrystallisation from ether/hexane gave the title compound as a pale brown solid, m.p. 99-101° C.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried (MgSO4)
  3. customevaporated
  4. customRecrystallisation from ether/hexane

Sources & evidence

ORD record
ord-1fed81a6aff340cc82088ef6b0e00aa6
Source dataset
uspto-grants-2000_05
Patent number
US06069157

Reaction notes

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