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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2073191Generated: October 27, 2026

Methyl iodide → 5-(Methylthio)-8-(3-(trifluoromethyl)phenyl)-3H,6H-1,4,5a,8a-tetraazaacenaphthylen-3-one

https://huagongshe.com/reaction/2073191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4,5-Dihydro-5-thioxo-8-(3-(trifluoromethyl)phenyl)-3H,6H-1,4,5a,8a-tetraazaacenaphthylene-3-oneHCID 15044079—
SolventTetrahydrofuranHCID 8028—
Product5-(Methylthio)-8-(3-(trifluoromethyl)phenyl)-3H,6H-1,4,5a,8a-tetraazaacenaphthylen-3-oneHCID 9885399—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 100 mg of 4,5-dihydro-5-thioxo-8-[3-(trifluoromethyl)phenyl]-3H,6H-1,4,5a,8a-tetraazaacenaphthylen-3-one (Example 8) in 10 ml of dry tetrahydrofuran, cooled at 0° C., was added 13 mg of sodium hydride (60% dispersion in mineral oil). The reaction mixture was stirred at 0° C. for 15 minutes, then an excess of methyl iodide was added. The mixture was allowed to warm to room temperature then was stirred for 3 hours. The mixture was quenched with water and extracted with chloroform. Evaporation of the extract in vacuo gave 47 mg of the product of the example as a yellow solid, m.p. 234°-237° C. (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04916137
Source datasetuspto-grants-1990_04
ORD IDord-6573babafd70489ab5943058e8f585e0
Source noteuspto-grants-1990_04