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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17489Generated: October 25, 2026

Lawesson's reagent → 4-Cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carbothioamide

https://huagongshe.com/reaction/17489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant4-Cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carboxamideHCID 68584431—
SolventTolueneHCID 1140—
Product4-Cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carbothioamideHCID 8609739941.8%

Reaction Conditions

Temperature125 °C

Reaction Steps

Lawesson's reagent (458 mg, 1.13 mmol) was added to a toluene solution of 4-cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-2-carboxamide (I-196) (304 mg, 1.03 mmol), followed by heating under reflux in an oil bath at 125° C. for 10 minutes. After cooling to room temperature, the reaction liquid was concentrated, and the resulting residue was purified by silica gel column chromatography (eluent, chloroform:ethyl acetate=20:1→10:1) to obtain the entitled compound (134 mg, 41.8%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-aa48d38c1d0b4f32810ca3ec04e0401a
Source noteuspto-grants-2010_06