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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930770Generated: October 31, 2026

Sodium Hydroxide → HCID 57867427, compound

https://huagongshe.com/reaction/1930770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 44159846HCID 44159846—
ReactantHCID 178418385HCID 178418385—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventDimethylacetamideHCID 31374—
ProductHCID 57867427HCID 57867427100.2%

Reaction Steps

To a mixture of [5-(2-aminopyridin-3-yl)isoxazol-3-yl]methanol (0.19 g, 1 mmol) and N,N-dimethyl acetamide (1 mL) was added a mixture of thionyl chloride (0.15 mL, 2 mmol), benzotriazole (0.26 g, 2.2 mmol) and tetrahydrofuran (1 mL) under an ice cooling, which was stirred at room temperature for 30 minutes. To the reaction mixture were added water and 5N aqueous sodium hydroxide to adjust basic, then extracted with ethyl acetate, and the organic layer was washed with saturated sodium chloride water. The solvent was evaporated under a reduced pressure to obtain the title compound (0.21 g) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188119B2
Source datasetuspto-grants-2012_05
ORD IDord-9ed165e7081e4d859318169959c9ea4e
Source noteuspto-grants-2012_05