Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1494445Generated: October 30, 2026

4-Toluenesulfonyl chloride → HCID 19980957, compound

https://huagongshe.com/reaction/1494445

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantN-Butyl-2,4-difluorobenzenamineHCID 18407387—
SolventTolueneHCID 1140—
ProductHCID 19980957HCID 1998095768.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 14.8 g of N-butyl-2,4-difluoroaniline, 16.2 g of triethylamine and 0 5 g of dimethylaminopyridine in 150 ml of toluene is treated dropwise at 0-5° C. with a solution of 15.2 g of p-toluenesulphonyl chloride in 80 ml of toluene. The reaction mixture is then warmed to 90° C. and stirred at this temperature for 48 hours. After cooling, the mixture is washed with 5% strength HCl and with water, and the toluene solution is dried over Na2SO4 and evaporated. The residue is distilled at 0.01 mbar. 18.5 g of N-butyl-N-(2,4-difluorophenyl)-p-toluenesulphonamide are obtained at 150°-160° as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05026625
Source datasetuspto-grants-1991_06
ORD IDord-6086daad30234144b178280afea8f671
Source noteuspto-grants-1991_06