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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396072Generated: October 26, 2026

Pyridine → 4-Methyl-N-(oxo-lambda~4~-sulfanylidene)benzamide

https://huagongshe.com/reaction/1396072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantThionyl ChlorideHCID 24386—
Reactant4-MethylbenzamideHCID 69274—
SolventDiethyl EtherHCID 3283—
Product4-Methyl-N-(oxo-lambda~4~-sulfanylidene)benzamideHCID 13301315—

Reaction Steps

10 g of p-toluamide were suspended in 100 ml of ether and 12.5 ml of pyridine under argon. The 5.8 ml of thionyl chloride dissolved in 10 ml of ether were added dropwise at 5° C. and the mixture was stirred for a further 5 minutes. Subsequently, the cooling was removed and the mixture was stirred at room temperature for a further 16 hours. Under argon, the solid pyridinium hydrochloride was then filtered off, and then the solution was concentrated. The residue was used without further workup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901114B2
Source datasetuspto-grants-2014_12
ORD IDord-57ba6ca22e26401894c70e6b4a637b3b
Source noteuspto-grants-2014_12