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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5359Generated: October 26, 2026

Sodium Iodide → 3-(4-Methoxybenzyloxycarbonyl)-2-methylthio-4-oxo-6,7,8-trifluoro-4H-1-benzothiopyran

https://huagongshe.com/reaction/5359

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantTriethylamineHCID 8471—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
Reactant3-Carboxy-2-methylthio-4-oxo-6,7,8-trifluoro-4H-1-benzothiopyranHCID 19795843—
SolventChloroformHCID 6212—
Product3-(4-Methoxybenzyloxycarbonyl)-2-methylthio-4-oxo-6,7,8-trifluoro-4H-1-benzothiopyranHCID 5452821432.4%

Reaction Steps

To a suspension of 50 mg (0.163 mmol) of the compound of Example 112 in 0.2 ml of chloroform were added 30.7 mg (0.196 mmol) of p-methoxybenzyl chloride, 16.5 mg (0.163 mmol) of triethylamine and 29.4 mg (0.196 mmol) of sodium iodide, and the mixture was stirred for 5 hours at room temperature, which was poured into ice-water and extracted with dichloromethane. The organic layer was washed with water and with saturated saline solution, dried over anhydrous sodium sulfate and concentrated. The residue was purified by means of silica gel column chromatography (CHCl3) to obtain 22.5 mg (0.0528 mmol) of title compound (yield 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05244892
Source datasetuspto-grants-1993_09
ORD IDord-650824152b5742c386e87f846affa28e
Source noteuspto-grants-1993_09