Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271836Generated: November 2, 2026

p-Toluenesulfonic acid → HCID 5325127, compound

https://huagongshe.com/reaction/1271836

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-PyridinecarboxaldehydeHCID 14273—
ReactantTetraethyl aminomethylenediphosphonateHCID 2773808—
SolventTolueneHCID 1140—
ProductHCID 5325127HCID 5325127—

Reaction Steps

A mixture of 2-pyridinecarboxaldehyde (1.23 g, 11.5 mmol), tetraethyl aminomethylenediphosphonate (3.0 g, 9.9 mmol) and a catalytic amount of p-toluenesulfonic acid dissolved in 10 ml toluene was heated to reflux for 7 h. Toluene was evaporated and the residue dissolved in ethanol was submitted for 12 h to catalytic hydrogenation with 10% palladium on charcoal. Ethanol was evaporated and the title compound was obtained as an oil (1.30 g, 33%) by column chromatography (silica gel, CH2Cl2/MeOH 9/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208481B2
Source datasetuspto-grants-2007_04
ORD IDord-069c1515e5c646aebf575bb95e03a71b
Source noteuspto-grants-2007_04