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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919354Generated: November 4, 2026

4-Toluenesulfonyl chloride → HCID 58234936, compound

https://huagongshe.com/reaction/1919354

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant5-Thiazolecarboxylic acid, 4-hydroxy-2-methyl-, ethyl esterHCID 135741986—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
ProductHCID 58234936HCID 5823493689%

Reaction Steps

To a solution of 4-hydroxy-2-methyl-thiazole-5-carboxylic acid ethyl ester (5.0 g, 26.74 mmol) in chloroform (80 mL) were added p-toluenesulfonyl chloride (5.61 g, 29.41 mmol) and triethylamine (4.84 mL, 34.76 mmol) at 0° C. The reaction mixture was allowed to warm to RT over 4 h, then diluted with DCM and H2O. The organic layer was isolated, washed with H2O and brine, then dried (MgSO4) and concentrated in vacuo. The resultant residue was purified by column chromatography to give the title compound as a pale brown solid (8.1 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168633B2
Source datasetuspto-grants-2012_05
ORD IDord-44080b8d1963480ebdf305cb459d5b01
Source noteuspto-grants-2012_05