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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 861999Generated: October 30, 2026

Tetraethyl methylenediphosphonate → Ethyl 5-[2-(diethoxyphosphinyl)-E-ethenyl]imidazo[1,2-a]pyridine-2-carboxylate

https://huagongshe.com/reaction/861999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetraethyl methylenediphosphonateHCID 15455—
ReactantSodium hydrideHCID 24758—
ReactantEthyl 5-formylimidazo[1,2-a]pyridine-2-carboxylateHCID 19701256—
SolventBenzeneHCID 241—
SolventChloroform waterHCID 22418719—
ProductEthyl 5-[2-(diethoxyphosphinyl)-E-ethenyl]imidazo[1,2-a]pyridine-2-carboxylateHCID 19701129—

Reaction Steps

Tetraethyl methylenediphosphonate (Lancaster) in benzene was added to a benzene solution of sodium hydride (NaH). The product from Example 54, also dissolved in benzene, was then added dropwise to the reaction mixture. After stirring the resulting mixture for 2 h under an Ar atmosphere, the reaction was diluted with CHCl3 /H2O (2/1). The CHCl3 layer was separated and the aqueous layer extracted with CHCl3. Chromatography of the residue after removal of all solvent from the combined extracts gave the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05716964
Source datasetuspto-grants-1998_02
ORD IDord-81a4b00d1ba54e629902819256bfa949
Source noteuspto-grants-1998_02