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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896778Generated: November 2, 2026

Pyridine → 4-Chloro-N-[4-(methylthio)phenyl]benzamide

https://huagongshe.com/reaction/1896778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Chlorobenzoyl chlorideHCID 8501—
Reactant4-(Methylthio)anilineHCID 66038—
SolventDichloromethaneHCID 6344—
Product4-Chloro-N-[4-(methylthio)phenyl]benzamideHCID 30648293.2%

Reaction Conditions

Temperature12.5 °C

Reaction Steps

To 4-(methylthio)aniline (1 mL, 8.19 mmol) in dichloromethane (20 mL) was added pyridine (2 mL, 24.6 mmol). The resulting solution was cooled to 10-15° C. and 4-chlorobenzoyl chloride (1.14 mL, 9.00 mmol) was added over 5 min. The mixture was stirred at room temperature for 90 min. The precipitate was filtered off, washed with dichloromethane, 1M aqueous sodium hydroxide solution and 1M aqueous hydrochloric acid solution to afford 2.12 g (93%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518980B2
Source datasetuspto-grants-2013_08
ORD IDord-6b168b756d3f4157b2bbf933b07e1b15
Source noteuspto-grants-2013_08