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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241977Generated: October 25, 2026

Lawesson's reagent → ethyl 1-[4-(1H-pyrazol-1-yl)benzyl]-4-thioxo-1,4-dihydrocinnoline-3-carboxylate

https://huagongshe.com/reaction/241977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactantethyl 4-oxo-1-[4-(1H-pyrazol-1-yl)benzyl]-1,4-dihydrocinnoline-3-carboxylateHCID 68797180—
SolventTolueneHCID 1140—
Productethyl 1-[4-(1H-pyrazol-1-yl)benzyl]-4-thioxo-1,4-dihydrocinnoline-3-carboxylateHCID 86659984—

Reaction Conditions

Temperature105 °C

Reaction Steps

Ethyl 4-oxo-1-{[4-(1H-pyrazol-1-yl)phenyl]methyl}-1,4-dihydrocinnoline-3-carboxylate (253 mg, 0.676 mmol) was suspended in toluene (3 mL) and treated with 2,4-bis-(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide (Lawesson's Reagent, 164 mg, 0.405 mmol, 0.6 equiv). The mixture was heated at 105° C. for 1 hour, cooled to ambient temperature, and concentrated in vacuo. The residue was purified by silica gel chromatography (90:10 to 60:40; hexanes:ethyl acetate), providing the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653079B2
Source datasetuspto-grants-2014_02
ORD IDord-8630e86333df47b4a6c45074130486ff
Source noteuspto-grants-2014_02