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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1401436Generated: October 29, 2026

Dimethyl Sulfoxide → HCID 59455071, compound

https://huagongshe.com/reaction/1401436

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium hydrideHCID 24758—
ReactantTrimethylsulfonium iodideHCID 75127—
Reactant6-(Trifluoromethyl)pyridine-3-carboxaldehydeHCID 2777762—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59455071HCID 59455071—

Reaction Conditions

Temperature65 °C

Reaction Steps

DMSO is added to NaH (1-1.8 equiv.) and heated to 65° C. for 1 h. THF is added at the same temperature and heated for another 10 min. After 10 min., the reaction mixture is cooled to 0° C. Trimethylsulfonium iodide (1-1.2 equiv.) is added and the contents stirred for 10 min. after which the solution of 6-(trifluoromethyl)pyridine-3-carbaldehyde (1 equiv.) in THF is added dropwise. After complete addition, the reaction mixture is stirred at RT for 2 h; the reaction is monitored by LCMS. After completion, the reaction mixture is poured in ice water, extracted in diethyl ether, dried over sodium sulfate and concentrated at 25° C. to get the crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08907097B2
Source datasetuspto-grants-2014_12
ORD IDord-2c49eca2729c40f5a9c3fa97e4f36119
Source noteuspto-grants-2014_12