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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565796Generated: October 25, 2026

Acetic Anhydride → 6-Chloro-8-iodocoumarin

https://huagongshe.com/reaction/565796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant5-Chloro-2-hydroxy-3-iodobenzaldehydeHCID 3772545—
SolventTriethylamineHCID 8471—
Product6-Chloro-8-iodocoumarinHCID 22608626—

Reaction Steps

A mixture of 3-iodo-5-chlorosalicylaldehyde (100 g, 0.354 mole), acetic anhydride (300 mL) and triethylamine (54 mL) was heated at reflux for 18 hours. Upon cooling, the desired coumarin precipitated as a dark brown crystalline material. This was filtered, washed with hexane/ethyl acetate (4:1, 200 mL), and was air dried. Yield: 60 g (55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172256B2
Source datasetuspto-grants-2001_01
ORD IDord-d8348ab97dfc4ef191f765bcb9fd706d
Source noteuspto-grants-2001_01