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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508399Generated: October 30, 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/1508399

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 numberUS09221841B2
Source datasetuspto-grants-2015_12
ORD IDord-f9e5827d245349eba58bc51a61913174
Source noteuspto-grants-2015_12