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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052934Generated: November 1, 2026

1,10-Phenanthroline → HCID 88540537, compound

https://huagongshe.com/reaction/1052934

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-iodopyridineHCID 4397176—
ReactantHCID 178526132HCID 178526132—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 88540537HCID 88540537—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 23.9 g of 2-chloro-5-iodopyridine, 14 ml of thiobenzoic acid, 1.90 g of copper iodide, 3.60 g of 1,10-phenanthroline, 35 ml of diisopropylethylamine and 200 ml of toluene was stirred at 110° C. for 4 hours. Water was added to the reaction mixture cooled to room temperature, and the insoluble matter was filtered with celite (registered trademark), then the filtered matter was washed with ethyl acetate, and the filtrate was extracted with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 21.2 g of thiobenzoic acid S-(6-chloropyridin-3-yl)ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09392791B2
Source datasetuspto-grants-2016_07
ORD IDord-eb61eb39cffb47379ff2551557c1f35a
Source noteuspto-grants-2016_07