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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365840Generated: October 31, 2026

4-Toluenesulfonyl chloride → HCID 58234936, compound

https://huagongshe.com/reaction/1365840

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 numberUS07893060B2
Source datasetuspto-grants-2011_02
ORD IDord-aa59f261a8a14577a4d274435d53171f
Source noteuspto-grants-2011_02