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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 888999Generated: November 3, 2026

Dimethylformamide → HCID 57429654, compound

https://huagongshe.com/reaction/888999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant4-IodotolueneHCID 12207—
ReactantHCID 57429655HCID 57429655—
CatalystCopper iodideHCID 83717—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
ProductHCID 57429654HCID 5742965475%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 1-prop-2-ynyl-1H-pyrazole-4-carboxylic acid ethyl ester obtained as given in example B1 (0.200 g, 1.1 mmol), 4-iodo toluene (0.254 g, 1.1 mol), copper iodide (0.021 g, 0.11 mmol), dichlorobis (triphenylphosphine)-palladium (II) (39 mg, 0.06 mmol), triethylamine (2 ml), DMF (2 ml) was degassed for 10 min. and stirred for 20 hrs at 25-25° C. Reaction mixture was diluted with water (10 ml) and extracted with ethyl acetate. Organic layer was washed with brine solution and dried over Na2SO4. The solvent was evaporated and crude product was purified by column chromatography (Ethyl acetate:hexane-12:78) to obtain pure 1-(3-p-tolyl-prop-2-ynyl)-1H-pyrazole-4-carboxylic acid ethyl ester compound (0.226 g, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252797B2
Source datasetuspto-grants-2012_08
ORD IDord-63333bf9e12e402e9fe8d2e380df2db3
Source noteuspto-grants-2012_08