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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45890Generated: October 29, 2026

Methyl iodide → HCID 67184879, compound

https://huagongshe.com/reaction/45890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 67184739HCID 67184739—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDichloromethaneHCID 6344—
SolventSodium HydroxideHCID 14798—
ProductHCID 67184879HCID 6718487957.5%

Reaction Steps

To a mixture of 4-bromo-5-(2,6-difluoro-3-nitrophenyl)-1H-pyrazole (0.88 g, 2.9 mmol) and methyl iodide (2 mL, 32 mmol) in dichloromethane (20 mL), tetrabutylammonium bromide (0.32 g, 1 mmol) in 7 N sodium hydroxide (20 mL) was added and the mixture was rapidly stirred at room temperature for 3 h. The phases were separated and the organic layer was washed with water, dried over anhydrous sodium sulfate and concentrated. The crude residue was purified by flash chromatography (eluant: dichloromethane/petroleum ether 2:1). The title compound, mixture of the two regioisomers, was obtained as a waxy solid (0.53 g, 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541575B2
Source datasetuspto-grants-2013_09
ORD IDord-314f15bca9ab4450bdf686be15eed15a
Source noteuspto-grants-2013_09