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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450855Generated: October 26, 2026

4-Hexen-3-one, 5-hydroxy-, (Z)-(9CI) → HCID 178426634, compound

https://huagongshe.com/reaction/450855

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hexen-3-one, 5-hydroxy-, (Z)-(9CI)HCID 517396—
Reactant2-CyanoethanethioamideHCID 1416277—
ReactantSodiumHCID 5360545—
ReactantPiperidine, acetateHCID 9793820—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
ProductHCID 178426634HCID 178426634—

Reaction Steps

A mixture of cyanothioacetamide (2.0 g, 20 mmol), the sodium salt of ethyl-3-oxo-butenol (2.44 g, 20 mmol) and piperidine acetate (1.9 ml) in water (20 ml) is heated at reflux before adding acetic acid (3 ml). The resulting precipitate is filtered and washed with water. The crude product is dissolved by heating in methanol. Filtering and evaporation of the solvent under reduced pressure yields 5,6-dimethyl-2-mercapto-nicotine nitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486996B2
Source datasetuspto-grants-2013_07
ORD IDord-ebca332f752449f9a402fabb528f51a7
Source noteuspto-grants-2013_07