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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417900Generated: November 2, 2026

N-methyl-4-chlorophthalimide → 2-methyl-5-phenoxyisoindole-1,3-dione

https://huagongshe.com/reaction/2417900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-4-chlorophthalimideHCID 246078—
ReactantPhenolate SodiumHCID 4445035—
Product2-methyl-5-phenoxyisoindole-1,3-dioneHCID 82155645.6%

Reaction Conditions

Temperature250 °C

Reaction Steps

A mixture of 0.440 g (3.80 mmol) of anhydrous sodium phenoxide and 1.50 g (76.7 mmol) of 4-chloro-N-methyl phthalimide is heated to 250° C. for 4 hours under a nitrogen gas atmosphere in an autoclave. There was obtained a 45.6% yield of 4-phenoxy-N-methyl phthalimide based on the phenoxide as determined by gas or liquid chromatographic analysis using o-terphenyl as an internal standard. The product was identified by a comparison of its retention time with that of an authentic sample of the desired material in a conventional matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04471125
Source datasetuspto-grants-1984_09
ORD IDord-d1adda8ac9844fb7aaba02976914dc8c
Source noteuspto-grants-1984_09