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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324455Generated: October 30, 2026

Lawesson's reagent → (+/-)-5-[2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-1-methyl-3,4-dihydro-4-thioxo-2(1H)-pyrimidinone

https://huagongshe.com/reaction/324455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
ReactantHCID 70112978HCID 70112978—
Solvent1,4-DioxaneHCID 31275—
Product(+/-)-5-[2-methyl-4H-benzo[5,6]cyclohepta[1,2-d]oxazol-4-yl)-1-methyl-3,4-dihydro-4-thioxo-2(1H)-pyrimidinoneHCID 88151745—

Reaction Steps

A mixture of the product from step (iii), (0.075 g) and Lawesson's reagent (0.094 g) in 1,4-dioxane (5 ml) under nitrogen was heated at reflux 16 h. The reaction mixture was partitioned between ethyl acetate and saturated brine. The organic phase was collected, dried over magnesium sulphate and solvent evaporated under reduced pressure. Purification was by flash chromatogaphy eluting with 0 to 2% ethanol in dichloromethane followed by a second column eluting with 40% ethyl acetate in toluene to give the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06218376B1
Source datasetuspto-grants-2001_04
ORD IDord-654ddbf7324c466d87ad38fb7851878f
Source noteuspto-grants-2001_04