Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2232024Generated: October 30, 2026

p-Toluenesulfonic acid → 5-Cyanomethyl-2-methoxybenzenesulfonamide

https://huagongshe.com/reaction/2232024

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant5-Cyanomethyl-N-(1,1-dimethylethyl)-2-methoxybenzenesulfonamideHCID 13921454—
SolventTolueneHCID 1140—
Product5-Cyanomethyl-2-methoxybenzenesulfonamideHCID 1392145520.8%

Reaction Steps

A suspension of 3.0 g of the compound from Example 2 and 0.1 g p-toluenesulfonic acid in 100 ml of dry toluene was refluxed in a flask equipped with a Dean-Stark apparatus. After being refluxed overnight the solution was concentrated and allowed to cool. The precipitate was filtered off to give 0.5 g light brown solid. The mother liquor was chromatographed over silica gel with 20:73:2:5, ethyl acetate:methylene chloride:methanol:THF to give additional product, m.p. 173°-177° C.;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04786314
Source datasetuspto-grants-1988_11
ORD IDord-c3fcae96019748a7b0d7e2e0850fb344
Source noteuspto-grants-1988_11