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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929478Generated: October 31, 2026

Lawesson's reagent → (R)-5-[5-(Benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholine-3-thione

https://huagongshe.com/reaction/1929478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant(R)-5-[5-(benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholin-3-oneHCID 86651221—
Solvent1,4-DioxaneHCID 31275—
Product(R)-5-[5-(Benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholine-3-thioneHCID 86651220—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of (R)-5-[5-(benzhydrylidene-amino)-2-fluoro-phenyl]-5-methyl-morpholin-3-one 287 mg, 0.7 mmol) in dioxane (4 ml) was treated with Lawesson's reagent (181 mg, 0.5 mmol). After heating at 80° C. for 16 hours the reaction mixture was evaporated at reduced pressure. The residue was directly purified by chromatography on an Isolute flash NH2 column using a gradient of heptane and ethyl acetate=100/0 to 40/60 as the eluent. The title compound was obtained as yellow foam (181 mg, 61.5% of theory). Mass (calculated) C24H21FN2OS [404.507]; (found) [M+H]+=405.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188079B2
Source datasetuspto-grants-2012_05
ORD IDord-1bdf58d1a34d4673931f0cd39524f520
Source noteuspto-grants-2012_05