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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088462Generated: November 2, 2026

4-Methylpyrazole → HCID 58128686, compound

https://huagongshe.com/reaction/2088462

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylpyrazoleHCID 3406—
ReactantSalicylaldehyde oximeHCID 7200—
ReactantCesium carbonateHCID 10796—
Reactant4-Bromo-2-nitrotolueneHCID 123546—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
ProductHCID 58128686HCID 5812868660%

Reaction Conditions

Temperature80 °C

Reaction Steps

A dried flask under nitrogen was charged with 4-bromo-1-methyl-2-nitro-benzene (40 mmol), 4-methylpyrazole (20 mmol), Cs2CO3 (13 g), Cu2O (290 mg, 2 mmol), salicylaldoxime (1.1 g, 8 mmol) and 12 mL of acetonitrile. The mixture was heated at 80° C. for 24 h. The reaction mixture was cooled to room temperature, diluted with dichloromethane and filtered through celite. The filtrate was washed with water, dried and concentrated under reduced pressure. Column chromatography on silica gel (DCM/Hexane 30-100%) gave 4-methyl-1-(4-Methyl-3-nitro-phenyl)-1H-pyrazole as a yellow solid (60% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08435990B2
Source datasetuspto-grants-2013_05
ORD IDord-2d692ef81e2544abad346785ed265fe3
Source noteuspto-grants-2013_05