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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 615946Generated: October 30, 2026

Phthalic Anhydride → N-(5-Chloro-2-pyridyl)phthalimide

https://huagongshe.com/reaction/615946

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalic AnhydrideHCID 6811—
Reactant2-Amino-5-chloropyridineHCID 66174—
SolventO-XyleneHCID 7237—
ProductN-(5-Chloro-2-pyridyl)phthalimideHCID 55498989%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a stirred solution at 120° C. containing 30 grams of phthalic anhydride in 500 ml. of xylene, 26 grams of 2-amino-5-chloropyridine was added in one portion. The stirred solution was heated at reflux for 4 to 5 hours during which time 3.6 ml. of water was removed. After stirring at 25°-30° C. for 18 hours, the slurry was cooled to 5° C., the solids collected by filtration and air dried at 25°-30° C. An 89 percent yield of N-(5-chloro-2-pyridyl)phthalimide, m.p. 153°-5° C., was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04072499
Source datasetuspto-grants-1978_02
ORD IDord-c4368b19af9d454382b959faedc0c661
Source noteuspto-grants-1978_02