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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460557Generated: October 25, 2026

Potassium Carbonate → (S)-4-glycidyloxy-N,N-dimethylbenzo(b)thiophene-2-carboxamide

https://huagongshe.com/reaction/460557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(S)-(+)-Glycidyl-4-nitrobenzoateHCID 10868995—
ReactantN,N-dimethyl-4-(hydroxymethyloxy)benzo(b)thiophene-2-carboxamideHCID 22729338—
SolventDimethylformamideHCID 6228—
Product(S)-4-glycidyloxy-N,N-dimethylbenzo(b)thiophene-2-carboxamideHCID 6007800787.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of N,N-dimethyl-4-(hydroxymethyloxy)benzo(b)thiophene-2-carboxamide (9.0 g) in DMF (100 ml) was added potassium carbonate (8.0 g), and (S)-glycidyl nosylate (8.0 g) was further added. The mixture was stirred at 60° C. for 2 hr. The reaction mixture was concentrated under reduced pressure and water was added. The mixture was extracted with ethyl acetate and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained crystals were recrystallized from ethyl acetate to give the title compound (7.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196199B2
Source datasetuspto-grants-2007_03
ORD IDord-2b67132adc8042ac843d0737ab80b740
Source noteuspto-grants-2007_03