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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1578222Generated: October 26, 2026

Acetic Acid → N-(3-Hydroxy-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide

https://huagongshe.com/reaction/1578222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3,4,5,6-Tetrahydrophthalic anhydrideHCID 12475—
Reactant5-Amino-2-chlorophenolHCID 80676—
SolventWaterHCID 962—
ProductN-(3-Hydroxy-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimideHCID 1276923587.5%

Reaction Steps

A mixture of 15.2 g. of 3,4,5,6-tetrahydrophthalic anhydride, 14.4 g. of 3-hydroxy-4-chloroaniline and 50 ml. of glacial acetic acid was refluxed with stirring for 2 hours and then, the reaction mixture was cooled to a room temperature and water was added to precipitate a crystal and the crystal was separated by a filtration and recrystallized from isopropanol to obtain N-(4-chloro-3-hydroxyphenyl)-3,4,5,6-tetrahydrophthalimide (m.p.: 236.5°-238° C.; yellow crystal) (yield: 87.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04292070
Source datasetuspto-grants-1981_09
ORD IDord-c65f39d531eb458e82de59d90ffac795
Source noteuspto-grants-1981_09