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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1494570Generated: October 30, 2026

Phthalimide → 2-[(6-Chloropyridin-3-yl)methyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1494570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantPotassium HydroxideHCID 14797—
Reactant2-Chloro-5-(chloromethyl)pyridineHCID 155479—
Reactant5-(Aminomethyl)-2-chloropyridineHCID 7020927—
SolventEthanolHCID 702—
SolventDimethylformamideHCID 6228—
Product2-[(6-Chloropyridin-3-yl)methyl]-1H-isoindole-1,3(2H)-dioneHCID 14324713—

Reaction Steps

It is known that 2-chloro-5-aminomethyl-pyridine, an intermediate for the preparation of insecticides, is obtained when, in a first step, 2-chloro-5-chloromethyl-pyridine is reacted with phthalimide in the presence of potassium hydroxide, dimethylformamide and ethanol to give N-(2-chloro-pyridin-5-yl-methyl)-phthalimide and, in a second step, the desired 2-chloro-5-aminomethyl-pyridine is liberated from this using hydrazine hydrate in ethanol (cf. EP-A 302,389, p. 23).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05026864
Source datasetuspto-grants-1991_06
ORD IDord-d7504c18b794492aa5041fb22aed767f
Source noteuspto-grants-1991_06