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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2412458Generated: November 1, 2026

4-Toluenesulfonyl chloride → 2-Guanidino-4-(4-toluenesulfonyloxymethyl)thiazole

https://huagongshe.com/reaction/2412458

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantHCID 178512688HCID 178512688—
SolventPyridineHCID 1049—
Product2-Guanidino-4-(4-toluenesulfonyloxymethyl)thiazoleHCID 17842770245.9%

Reaction Steps

To a solution of 2-guanidino-4-hydroxymethylthiazole (0.69 g) in pyridine (5 ml) is gradually added 4-toluenesulfonyl chloride (0.763 g), and the resultant mixture is stirred at room temperature for 4 hours. The resultant mixture is concentrated in vacuum, and the residue is chromatographed on a column of silica gel, which is eluted with methanol. The eluate is concentrated in vacuum to give 2-guanidino-4-(4-toluenesulfonyloxymethyl)thiazole (0.6 g) as an oil. The yield is 45.8%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04492794
Source datasetuspto-grants-1985_01
ORD IDord-f465af9198044f95b59494dca3f0287d
Source noteuspto-grants-1985_01