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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856105Generated: November 3, 2026

2-Chloropyridine → 4-[(Pyridin-2-yl)sulfanyl]aniline

https://huagongshe.com/reaction/1856105

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloropyridineHCID 7977—
Reactant4-AminothiophenolHCID 14510—
ReactantPotassium HydroxideHCID 14797—
Solvent1,4-DioxaneHCID 31275—
Product4-[(Pyridin-2-yl)sulfanyl]anilineHCID 1897166084.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 22.7 g of 2-chloropyridine, 25 g of 4-aminothiophenol, 12.4 g of potassium hydroxide and 100 ml of dioxane was heated at 60° C. for about 2 hours to react them, and the product was purified to obtain 34.2 g of 4-(pyridine-2-ylthio) aniline. A mixture of 10 g of 4-(pyridine-2-ylthio) aniline, 5.6 g of triethylamine and 70 ml of chloroform was cooled at lower 5° C. in nitrogen gas atmosphere and 17 g of trifluoromethanesulfonic anhydride was added dropwise to the mixture. After the addition, the mixture was further stirred at 40° to 50° C. for about 1 hour to react them.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04218237
Source datasetuspto-grants-1980_08
ORD IDord-d713263e6b26453f9cb2437888333c49
Source noteuspto-grants-1980_08