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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1653692Generated: November 1, 2026

3-Aminopyridine → 3-(Pyridin-3-ylamino)-4-ethoxy-cyclobut-3-ene-1,2-dione

https://huagongshe.com/reaction/1653692

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-AminopyridineHCID 10009—
ReactantDiethyl squarateHCID 123228—
SolventEthanolHCID 702—
Product3-(Pyridin-3-ylamino)-4-ethoxy-cyclobut-3-ene-1,2-dioneHCID 1051299149.1%

Reaction Steps

To a solution of 3,4-diethoxy-3-cyclobutene-1,2-dione (5.00 g, 29.4 mmol) in absolute ethanol (100 mL) was added a suspension of 3-aminopyridine (2.77 g, 29.4 mmol) in ethanol (50 mL). The mixture was heated at reflux for 18 hours, then concentrated. Chromatography (4:1 EtOAc/hexane) afforded 3.15 g (49%)of a white solid: mp 140°-145° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05403854
Source datasetuspto-grants-1995_04
ORD IDord-b57b5905a8ce4a83a0a1390c5d0f4790
Source noteuspto-grants-1995_04