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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131273Generated: October 30, 2026

Pyridine → HCID 86605583, compound

https://huagongshe.com/reaction/131273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant2-Methoxyethyl chloroformateHCID 69400—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 18948816HCID 18948816—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
ProductHCID 86605583HCID 8660558363%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-[[2-(dimethylamino)ethyl]amino]benzaldehyde (300 mg) in methylene chloride (4 mL) is added 2-methoxyethyl chloroformate (234 μL) and thereto is added dropwise pyridine (252 μL) under ice-cooling. The mixture is stirred at 50° C. for 2 days. The reaction mixture is diluted with chloroform (5 mL) and thereto is added a saturated sodium hydrogencarbonate solution (10 mL). After stirring, the organic layer is separated and concentrated. The residue is purified by column chromatography on silica gel (Solvent; chloroform:methanol=100:0→90:10) to give 4-[N-[(2-methoxyethoxy)carbonyl]-N-[2-(dimethylamino)ethyl]amino]benzaldehyde (290 mg, yield; 63%) as an amorphous powder. MS (APCI) m/z: 294 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384952B2
Source datasetuspto-grants-2008_06
ORD IDord-e799903fc09548ef96dcda08f1876ff3
Source noteuspto-grants-2008_06