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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2380280Generated: October 30, 2026

Ethyl Acetate → 1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazole

https://huagongshe.com/reaction/2380280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactant1-(2-Methylsulfonyloxyethyl)-5-formamidopyrazoleHCID 15077738—
SolventDimethylformamideHCID 6228—
Product1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazoleHCID 15077730107.3%

Reaction Steps

To a solution of 1-(2-methylsulfonyloxyethyl)-5-formamidopyrazole (6.2 g) in N,N-dimethylformamide (60 ml) was added 62% sodium hydride (1.03 g) under ice-cooling. The mixture was stirred at the same condition for 3 hours. The reaction mixture was poured into ethyl acetate (300 ml) and the insoluble material was filtered off. The filtrate was evaporated under reduced pressure and the residue was subjected to column chromatography on silica gel (100 g) using a mixture of diisopropyl ether and ethyl acetate as an eluent. Fractions containing the object compound were combined and evaporated in vacuo to give 1-formyl-2,3-dihydro-1H-imidazo[1,2-b]pyrazole (3.91 g) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05366970
Source datasetuspto-grants-1994_11
ORD IDord-50e70030049941e2846e1e1c6ab12356
Source noteuspto-grants-1994_11