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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200519Generated: October 29, 2026

Pyrazole → HCID 57813693, compound

https://huagongshe.com/reaction/2200519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
ReactantCesium carbonateHCID 10796—
Reactant3,5-DibromoanilineHCID 221512—
CatalystCupric acetate monohydrateHCID 165397—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 57813693HCID 5781369395%
Product3,5-di(1H-pyrazol-1-yl)anilineHCID 86685635—

Reaction Conditions

Temperature135 °C

Reaction Steps

The mixture of 3,5-dibromoaniline (1.16 g, 4.6 mmol), pyrazole (0.47 g, 6.9 mmol), Fe(acac)3 (0.35 g, 1.0 mmol), Cu(OAc)2.H2O (0.18 g, 1.0 mmol) and cesium carbonate (3.00 g, 9.2 mmol) in 20 mL DMF was stirred at 135° C. in a sealed tube for 3 days. The mixture was diluted with EtOAc, stirred vigorously, filtered through celite, concentrated in vacuo, subjected to silica flash column to isolate 3,5-di(1H-pyrazol-1-yl)aniline and 3-bromo-5-(1H-pyrazol-1-yl)aniline (0.52 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359308B2
Source datasetuspto-grants-2016_06
ORD IDord-5b25183a39824df1a7839405ef702775
Source noteuspto-grants-2016_06