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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 652077Generated: October 26, 2026

2-Chlorobenzaldehyde → Phthalimidoamlodipine

https://huagongshe.com/reaction/652077

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzaldehydeHCID 6996—
ReactantMethyl 3-aminocrotonateHCID 643918—
ReactantEthyl 4-(2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)ethoxy)-3-oxobutanoateHCID 9840027—
SolventIsopropanolHCID 3776—
ProductPhthalimidoamlodipineHCID 9871958—

Reaction Steps

Methyl 3-aminocrotonate (72.2 g; 0.627M) and 2-chlorobenzaldehyde (88.1 g; 0.627M) were added to a solution of ethyl 4-(2-phthalimidoethoxy)acetoacetate (200 g; 0.627M) in isopropanol (1 liter) and the mixture was heated under reflux for 20 hours. The isopropanol was evaporated under reduced pressure and replaced by acetic acid (1 liter). After granulation at 10° the solid was collected and slurried in methanol (300 ml). The solid was collected by filtration and dried in vacuo at 50° to afford the title compound, yield 84.4 g, m.p. 146°-147°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04670449
Source datasetuspto-grants-1987_06
ORD IDord-a4ce0027ed954f5eafb3d35b6c7d99f5
Source noteuspto-grants-1987_06