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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 851164Generated: October 31, 2026

Hydrochloric Acid → 2H-1-Benzothiopyran-4-carbonitrile

https://huagongshe.com/reaction/851164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantThiochroman-4-oneHCID 19048—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantTrimethylsilyl cyanideHCID 82115—
Catalystzinc(II)iodideHCID 9883512—
SolventBenzeneHCID 241—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
Product2H-1-Benzothiopyran-4-carbonitrileHCID 13227705—

Reaction Steps

80 mg of zinc iodide are added to 1.7 g 1-thiochroman-4-one in benzene followed by, dropwise, with stirring at room temperature, 2.4 g of trimethylsilylcyanide. After 8 hours reaction 2.8 ml of POCl3 and 16 ml of pyridine are added and the mixture refluxed for 8 hours. After cooling the mixture is poured onto ice/conc. HCl and, after addition of dichloromethane, separated. The organic phase is dried over MgSO4, concentrated by evaporation and purified by chromatography on kieselgel (eluant hexane/ethyl acetate; 4/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04382951
Source datasetuspto-grants-1983_05
ORD IDord-83d457f650f44aeeba63cd10f343b87b
Source noteuspto-grants-1983_05