Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039319Generated: November 2, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → N-[2-(2-Phenyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]acetamide

https://huagongshe.com/reaction/1039319

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
ReactantN-{3-[2-(Acetylamino)ethyl]-4-hydroxy-2,3-dihydro-1H-inden-5-yl}benzamideHCID 57781276—
SolventO-XyleneHCID 7237—
ProductN-[2-(2-Phenyl-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl)ethyl]acetamideHCID 5778120882%

Reaction Steps

N-{3-[2-(Acetylamino)ethyl]-4-hydroxy-2,3-dihydro-1H-inden-5-yl}benzamide (100 mg, 0.257 mmol) and pyridinium p-toluenesulfonate (12.9 mg, 0.0513 mmol) were heated under reflux in xylene (5 mL) for 2.5 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane=30/70→60/40) and recrystallized (ethyl acetate/diisopropyl ether) to give the title compound (67.5 mg, yield 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552037B2
Source datasetuspto-grants-2013_10
ORD IDord-1ed634c0a7994a919426a1336f6f0fe3
Source noteuspto-grants-2013_10