Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389830Generated: October 31, 2026

p-Toluenesulphonyl cyanide → 3-(3-Chlorobenzyl)-5-[(4-methylphenyl)sulphonyl]-1,2,4-thiadiazole

https://huagongshe.com/reaction/389830

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulphonyl cyanideHCID 87946—
Reactant5-(3-Chlorobenzyl)-1,3,4-oxathiazol-2-oneHCID 67079857—
Solvent1,2-DichlorobenzeneHCID 7239—
Product3-(3-Chlorobenzyl)-5-[(4-methylphenyl)sulphonyl]-1,2,4-thiadiazoleHCID 6708080658.4%

Reaction Steps

13.00 g (52.6 mmol) of 5-(3-chlorobenzyl)-1,3,4-oxathiazol-2-one and 10.50 g (55.2 mmol) of tosyl cyanide are stirred in 15 ml of 1,2-dichlorobenzene at 160° C. for 1 h. Subsequently, the reaction mixture is cooled and purified by column chromatography. 11.2 g of product are obtained (93.3% purity, 54.5% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383139B2
Source datasetuspto-grants-2013_02
ORD IDord-b7969cd2bf484f39afe89a79ac3652aa
Source noteuspto-grants-2013_02