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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 477923Generated: October 30, 2026

Phenyl vinyl sulphoxide → 4,5-dihydro-8-phenyl-7H-thieno[2,3-a]quinolizin-7-one

https://huagongshe.com/reaction/477923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl vinyl sulphoxideHCID 88544—
Reactant5,6-Dihydro-3-hydroxy-2-phenylthiazolo[3,2-a]thieno[2,3-c]pyridinium hydroxideHCID 14770017—
SolventO-XyleneHCID 7237—
Product4,5-dihydro-8-phenyl-7H-thieno[2,3-a]quinolizin-7-oneHCID 14770030—

Reaction Steps

2.85 g of 5,6-dihydro-3-hydroxy-2-phenylthiazolo[3,2-a]thieno[2,3-c]pyridinium hydroxide (internal salt) was heated under reflux overnight in 100 ml of xylene together with 1.45 ml of phenylvinyl sulfoxide, whereupon the reaction mixture was evaporated in vacuo and the residue obtained was chromatographed on silica gel with toluene/ethyl acetate (9:1). There was obtained 4,5-dihydro-8-phenyl-7H-thieno[2,3-a]quinolizin-7-one of m.p. 133°-134° (from ethyl acetate).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04889848
Source datasetuspto-grants-1989_12
ORD IDord-699c15c15227458eabd62dae751458c4
Source noteuspto-grants-1989_12