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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895952Generated: October 27, 2026

3,4-Dihydroxybenzaldehyde → 3-Amino-2-[(3-hydroxy-4-oxo-1-cyclohexa-2,5-dienylidene)methyl]-3-mercapto-2-propenenitrile

https://huagongshe.com/reaction/895952

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-DihydroxybenzaldehydeHCID 8768—
Reactant2-CyanoethanethioamideHCID 1416277—
CatalystPiperidineHCID 8082—
SolventEthanolHCID 702—
Product3-Amino-2-[(3-hydroxy-4-oxo-1-cyclohexa-2,5-dienylidene)methyl]-3-mercapto-2-propenenitrileHCID 303479741%

Reaction Steps

To 0.83 g (6mmol) 3,4-dihydroxybenzaldehyde and 0.7 g (7 mmol) cyanothioacetamide in 30 ml ethanol was added 4 drops of piperidine. The mixture was refluxed for 1 hour, poured into ice water, filtered and dried, giving 0.54 g (41% yield) of an orange solid, m.p. 213° C. Calculated analysis for C10H8N2O2S: C=54.54, H=3.64, N=12.73; found: C=54.44, H=3.87, N=12.91.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE038761E1
Source datasetuspto-grants-2005_07
ORD IDord-6be189d495e749f78f3a85872768450c
Source noteuspto-grants-2005_07