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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 897291Generated: October 27, 2026

Thiophenol → 8-Hydroxy-5-phenylsulfanyl-[1,6]naphthyridine-7-carboxylic acid 2-methylsulfanylbenzylamide

https://huagongshe.com/reaction/897291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophenolHCID 7969—
ReactantTriethylamineHCID 8471—
Reactant8-Hydroxy-5-bromo-[1,6]naphthyridine-7-carboxylic acid 2-methylsulfanylbenzylamideHCID 86587462—
Product8-Hydroxy-5-phenylsulfanyl-[1,6]naphthyridine-7-carboxylic acid 2-methylsulfanylbenzylamideHCID 20816867—

Reaction Conditions

Temperature135 °C

Reaction Steps

To a 5 mL pyrex pressure vessel with a stirring bar was added 8-hydroxy-5-bromo-[1,6]naphthyridine-7-carboxylic acid 2-methylsulfanylbenzylamide (0.22 g, 0.54 mmol), thiophenol (0.181 g, 1.63 mmol) and triethylamine (0.557 mL, 4.00 mmol). The vessel was sealed under nitrogen and the stirred mixture heated in a 135° C. oil bath for 24 h. The cooled reaction mixture was concentrated in vacuo and the residue was chromatographed by reverse phase HPLC using water/acetonitrile as eluant to give 8-hydroxy-5-phenylsulfanyl-[1,6]naphthyridine-7-carboxylic acid 2-methylsulfanylbenzylamide as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06921759B2
Source datasetuspto-grants-2005_07
ORD IDord-39f68ebea5bc43a9aaa9f557cd9ab7ca
Source noteuspto-grants-2005_07