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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360285Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 178518180, compound

https://huagongshe.com/reaction/2360285

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantHCID 178518179HCID 178518179—
SolventDichloromethaneHCID 6344—
ProductHCID 178518180HCID 178518180—

Reaction Steps

The mixture of 2-((1S,2S,4R)-bicyclo[2.2.1]heptan-2-ylamino)-5-(2-hydroxyethyl)thiazol-4(5H)-one (3.2 g, 12.6 mmol) and p-toluenesulfonic acid (500 mg) in 3,4-dihydro-2H-pyran (10 mL) was stirred for 2 h at room temperature. The resulting mixture was diluted with CH2Cl2 (100 mL), then washed with sat'd NaH2PO4, and dried over MgSO4. After being filtered and concentrated in vacuo, the crude residue was purified by flash chromatography (3:2; Hexane:EtOAc) to give the title compound as an oil. MS (ES+): 339 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686011B2
Source datasetuspto-grants-2014_04
ORD IDord-0aba1b80fb544fef90472d89e5583a81
Source noteuspto-grants-2014_04