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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2221860Generated: November 2, 2026

Dimethylformamide → HCID 86605816, compound

https://huagongshe.com/reaction/2221860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 23076344HCID 23076344—
ReactantHCID 178519806HCID 178519806—
SolventWaterHCID 962—
ProductHCID 86605816HCID 8660581678.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of methyl 5-(chloromethyl)-2-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzoate (1.16 g), 3-hydroxy-1-phenyl-1H-pyrazole-4-carbaldehyde (0.50 g) and N,N-dimethylformamide (30 mL) was added sodium hydride (60% in oil, 0.12 g) at room temperature, and the mixture was stirred at 90° C. for 2 hrs. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give methyl 5-{[(4-formyl-1-phenyl-1H-pyrazol-3-yl)oxy]methyl}-2-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzoate as colorless crystals (1.07 g, yield 77%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 173-174° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07368578B2
Source datasetuspto-grants-2008_05
ORD IDord-10457ddefbe649dba910f214b60dc285
Source noteuspto-grants-2008_05