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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913651Generated: November 2, 2026

Tetrahydrofuran → 2-(Pyridin-4-yl)-5-(trifluoromethylthio)benzoxazole

https://huagongshe.com/reaction/1913651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 66880242HCID 66880242—
SolventTolueneHCID 1140—
Product2-(Pyridin-4-yl)-5-(trifluoromethylthio)benzoxazoleHCID 6688076026.1%

Reaction Steps

To a mixture of 0.69 g of N-[2-hydroxy-5-(trifluoromethylthio)phenyl]isonicotinamide, 9 ml of tetrahydrofuran, and 0.63 g of triphenylphosphine, 1.05 g of 40% toluene solution of diethyl azodicarboxylate was added dropwise at room temperature and stirred for three hours. To the mixture, 0.21 g of triphenylphosphine and 0.35 g of 40% toluene solution of diethyl azodicarboxylate were added. The reaction mixture was stirred for further two hours. The reaction mixture was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography and the resultant crystals were washed with methanol to give 0.17 g of 2-(pyridin-4-yl)-5-(trifluoromethylthio)benzoxazole (hereinafter, referred to as “active compound 76”).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609705B2
Source datasetuspto-grants-2013_12
ORD IDord-f0ec5890c08c41028c7844a793c311f6
Source noteuspto-grants-2013_12