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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517586Generated: October 30, 2026

4-Cyanobenzaldehyde → (Z)-4-(((2-(5-(4-ethoxybenzylidene)-2,4-dioxothiazolidin-3-yl)ethyl)amino)methyl)benzonitrile

https://huagongshe.com/reaction/517586

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-CyanobenzaldehydeHCID 66042—
Reactant(Z)-3-(2-aminoethyl)-5-(4-ethoxybenzylidene)thiazolidine-2,4-dioneHCID 1249836—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(Z)-5-(4-ethoxybenzylidene)-3-(2-(methylamino)ethyl)thiazolidine-2,4-dioneHCID 71697257—
Product(Z)-4-(((2-(5-(4-ethoxybenzylidene)-2,4-dioxothiazolidin-3-yl)ethyl)amino)methyl)benzonitrileHCID 71697349—

Reaction Steps

The title compound 23e was prepared from compound 76 (146 mg, 0.50 mmol), 4-cyanobenzaldehyde (37 μL, 0.50 mmol) and sodium triacetoxyborohydride (318 mg, 1.50 mmol) in a manner similar to that described for 23a in 69.0% (140 mg) yield as a light-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115122B2
Source datasetuspto-grants-2015_08
ORD IDord-bc1099a8ec224d39adb47a2154c4cd44
Source noteuspto-grants-2015_08