Propargyl bromide → HCID 15030574, compound

HRID 1086752Notes

Reaction equation

HRID 1086752 reaction equation
[Cl:1][C:2]1[C:3]([C:10]2[CH:15]=[C:14]([SH:16])[C:13]([Cl:17])=[CH:12][C:11]=2[F:18])=[N:4][N:5]([CH3:9])[C:6]=1[S:7][CH3:8].C([O-])([O-])=O.[K+].[K+].[CH2:25](Br)[C:26]#[CH:27]>CC(C)=O>[Cl:1][C:2]1[C:3]([C:10]2[CH:15]=[C:14]([S:16][CH2:27][C:26]#[CH:25])[C:13]([Cl:17])=[CH:12][C:11]=2[F:18])=[N:4][N:5]([CH3:9])[C:6]=1[S:7][CH3:8]

Participants

5

Reactant 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 15030573HCID 15030573, compound

Product 1

HCID 15030574HCID 15030574, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-chloro-3-(4-chloro-2-fluoro-5-mercaptophenyl)-1-methyl-5-methylthio-1H-pyrazole (0.60 g, 1.86 mmoles), 30 ml acetone, a K2CO3 powder (2.04 mmoles), and propargyl bromide (2.23 mmoles), was subjected to reaction under reflux for 2 hours. Then the resulting solution was filtered to remove acetone-insoluble matter and the filtrate was concentrated and purified by silica gel column chromatography, giving crystals (0.54 g) of the title compound, m.p. 93-96° C., yield 80.5%.

Workup

  1. temperatureunder reflux for 2 hours
  2. filtrationThen the resulting solution was filtered
  3. customto remove acetone-insoluble matter
  4. concentrationthe filtrate was concentrated
  5. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-771b92a5e2f94eae9a07b756f39ec53f
Source dataset
uspto-grants-1991_07
Patent number
US05032165

Reaction notes

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