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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1713460Generated: November 2, 2026

Benzoyl isothiocyanate → N-(2-(3-azidopropyl)-5-(2,5-difluorophenyl)-2-phenyl-2,3-dihydro-1,3,4-thiadiazole-3-carbonothioyl)benzamide

https://huagongshe.com/reaction/1713460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl isothiocyanateHCID 68284—
Reactant2-(3-Azidopropyl)-5-(2,5-difluorophenyl)-2-phenyl-2,3-dihydro-1,3,4-thiadiazoleHCID 86604831—
SolventTetrahydrofuranHCID 8028—
ProductN-(2-(3-azidopropyl)-5-(2,5-difluorophenyl)-2-phenyl-2,3-dihydro-1,3,4-thiadiazole-3-carbonothioyl)benzamideHCID 86608769—

Reaction Steps

To a solution of 2-(3-azidopropyl)-5-(2,5-difluorophenyl)-2-phenyl-2,3-dihydro-1,3,4-thiadiazole (1.00 g, 2.79 mmol) in 20 mL of anhydrous THF was added benzoyl isothiocyanate (0.45 mL, 3.34 mmol). The reaction was allowed to stir overnight at reflux, then cooled and concentrated in vacuo. The residue was purified by flash column chromatography (5-35% ethyl acetate/hexanes) to afford the desired product as a yellow gum, 1.45 g, 54%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795282B2
Source datasetuspto-grants-2010_09
ORD IDord-8eb1f704c50e4e889d9d6b4a547dcd9a
Source noteuspto-grants-2010_09