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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1275367Generated: October 30, 2026

Iodoacetic Acid → 2-[(Iodoacetyl)oxy]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1275367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodoacetic AcidHCID 5240—
ReactantN-HydroxyphthalimideHCID 10665—
ReactantDicyclohexylcarbodiimideHCID 10868—
SolventEthyl AcetateHCID 8857—
Product2-[(Iodoacetyl)oxy]-1H-isoindole-1,3(2H)-dioneHCID 1526086875%

Reaction Steps

N-Hydroxyphthalimide (1.4 g, 8.7 mmol), iodoacetic acid (1.6 g, 8.7 mmol) and DCC (1.7 g, 8.7 mmol) were added to dry EtOAc (250 mL), and the mixture was stirred for 5 hours at room temperature. The reaction mixture was then filtered, the filtrate was dried, and the residue was crystallized from ethanol to give a white solid (2.15 g, 75%), m.p. 120° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06160128
Source datasetuspto-grants-2000_12
ORD IDord-f5142b0c58b84f69ba202541c99a0e19
Source noteuspto-grants-2000_12