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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566241Generated: October 31, 2026

Triphenylphosphine → 6-(2-Acetylthioethyl)-2-pyridylamine

https://huagongshe.com/reaction/566241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 12071474HCID 12071474—
ReactantHCID 178418634HCID 178418634—
SolventTetrahydrofuranHCID 8028—
Product6-(2-Acetylthioethyl)-2-pyridylamineHCID 21265855—

Reaction Steps

Triphenyl phosphine (2.36 g) was dissolved in tetrahydrofuran (40 ml). To the solution was added, at −20° C., diethyl azodicarboxylate (1.56 g). The mixture was stirred for 5 minutes, to which was added a solution of 2-(6-amino-2-pyridyl)ethanol (0.62 g) in tetrahydrofuran (2 ml). The mixture was stirred for one minutes, to which was added thioacetic acid (0.64 ml), followed by stirring for 4 hours at 25° C. The reaction mixture was concentrated under reduced pressure. The concentrate was purified by means of a column chromatography (carrier: silica gel, 120 g, developing solvent: ethyl acetate-hexane, 2:1) to give the title compound (0.56 g), m.p.55-59° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06174877B1
Source datasetuspto-grants-2001_01
ORD IDord-a071540fdb2843128c986b1d4ff25993
Source noteuspto-grants-2001_01