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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164037Generated: November 1, 2026

Water → P-Toluenesulfonamide

https://huagongshe.com/reaction/2164037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant2,3-DichloroanilineHCID 11844—
ProductP-ToluenesulfonamideHCID 6269175.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 2,3-dichloroaniline (162.0 g) in p-toluenesulfonyl chloride (190.7 g) is heated at 100° C. for one hour allowing the temperature to rise to 115° C. with the exotherm. The thick mixture is then cooled to 50° C. and pyridine (250 ml) is added carefully. The reaction mixture exotherms to 150° C. After stirring for one hour the mixture is cooled and poured into water (2.5 liter). The precipitated solid is collected and dried to yield 301 g of tosylamide, m.p. 112°-118° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04137310
Source datasetuspto-grants-1979_01
ORD IDord-ca2b2d3228234e7aa18cae83c699dc4e
Source noteuspto-grants-1979_01