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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549425Generated: October 29, 2026

Dimethylformamide → Tert-butyl 4-cyano-5-(methylsulfonyl)thiophene-2-carboxylate

https://huagongshe.com/reaction/549425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium hydroxy sulfiteHCID 23707502—
ReactantTert-butyl 4-cyano-5-(methylthio)thiophene-2-carboxylateHCID 66785900—
ProductTert-butyl 4-cyano-5-(methylsulfonyl)thiophene-2-carboxylateHCID 66785761—

Reaction Steps

A mixture of tert-butyl 4-cyano-5-(methylthio)thiophene-2-carboxylate (1.4 g, 5.5 mmol) and oxone (14.4 g, 21.5 mmol) in dimethylformamide (100 mL) was stirred at room temperature for 16 hours. The reaction mixture was then poured into ice/water (400 mL) and extracted with ethyl acetate. Organic layer was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness to afford 1.5 g of the title compound. LC-MS: Rt 6.2; [M+H]+ 288.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943654B2
Source datasetuspto-grants-2011_05
ORD IDord-afc06cccd96e41b986332832ae14c469
Source noteuspto-grants-2011_05