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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 361344Generated: October 25, 2026

Diethyl Ether → 4-[[(Dimethylamino)methylene]amino]-3-pyridinol N,N-diethylcarbamate

https://huagongshe.com/reaction/361344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant4-Aminopyridin-3-yl diethylcarbamateHCID 54304019—
SolventDimethylformamide dimethyl acetalHCID 78373—
Product4-[[(Dimethylamino)methylene]amino]-3-pyridinol N,N-diethylcarbamateHCID 67749066—

Reaction Steps

4-Amino-3-pyridinol N,N-diethylcarbamate (5.80 g) was refluxed for 30 minutes in 50 mL of N,N-dimethylformamide dimethyl acetal. At the end of this time the reaction mixture was concentrated under reduced pressure and the residue was purified by flash chromatography (5% Et3N/ethyl acetate) to give, after concentration of the product-containing fractions, 4.63 g of chromatographically pure product. An analytically pure material was obtained by recrystallization from Et2O, m.p. 67°-69° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05866565
Source datasetuspto-grants-1999_02
ORD IDord-667355a8f67f4918bf6498802f2290f0
Source noteuspto-grants-1999_02