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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930094Generated: November 2, 2026

1-Propanol → 6-(2,4-Difluorophenyl)-5-(6-hydrazinylpyridazin-3-yl)imidazo[2,1-b]oxazole

https://huagongshe.com/reaction/1930094

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PropanolHCID 1031—
ReactantHydrazine hydrate (1:1)HCID 24654—
Reactant5-(6-Chloropyridazin-3-yl)-6-(2,4-difluorophenyl)imidazo[2,1-b]oxazoleHCID 57929866—
SolventDichloromethaneHCID 6344—
Product6-(2,4-Difluorophenyl)-5-(6-hydrazinylpyridazin-3-yl)imidazo[2,1-b]oxazoleHCID 5792986977.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a flask was added 5-(6-chloropyridazin-3-yl)-6-(2,4-difluorophenyl)imidazo[2,1-b]oxazole (4.00 g, 12.0 mmol), 1-propanol (80 mL) and hydrazine hydrate (5.89 mL, 120 mmol). The reaction mixture was heated at about 100° C. for about 20 h. The reaction mixture was cooled to ambient temperature and then diluted with DCM (100 mL). The organic layer was washed with saturated aqueous NaHCO3 (80 mL), dried with MgSO4, filtered and concentrated under reduced pressure to give the title compound (3.04 g, 77%) as a solid. LC/MS (Table 1, Method g) Rt=1.58 min; MS m/z: 329.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188083B2
Source datasetuspto-grants-2012_05
ORD IDord-3330a315e55d4007b0a0d66b6af305ea
Source noteuspto-grants-2012_05