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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 898738Generated: November 1, 2026

Hydrochloric Acid → [Allyl-(5,6-dichloro-pyridin-3-yl)-amino]-acetaldehyde

https://huagongshe.com/reaction/898738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDichloromethaneHCID 6344—
ReactantAllyl-(5,6-dichloro-pyridin-3-yl)-(2,2-dimethoxy-ethyl)amineHCID 57448418—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product[Allyl-(5,6-dichloro-pyridin-3-yl)-amino]-acetaldehydeHCID 57448419—

Reaction Conditions

Temperature15 °C

Reaction Steps

A solution of allyl-(5,6-dichloro-pyridin-3-yl)-(2,2-dimethoxy-ethyl)-amine (57.2 g) in tetrahydrofuran (443 g) was cooled to 10° C. A solution of concentrated hydrochloric acid (136 g) in water (114 g) was slowly added, maintaining the temperature below 20° C. The reaction was then stirred at 15° C. for about 4 hours. Then dichloromethane (570 g) and water (430 g) were added and the layers separated. The organic layer was washed with 5% aqueous sodium bicarbonate (453 g), and then washed twice with water (430 g). The organic layer was concentrated and the residue dissolved in dichloromethane (580 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07351833B2
Source datasetuspto-grants-2008_04
ORD IDord-a9ed1b4d10ec401c81c965c23b6b8bf1
Source noteuspto-grants-2008_04