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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1589647Generated: November 3, 2026

2-Chlorobenzaldehyde → HCID 20245563, compound

https://huagongshe.com/reaction/1589647

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzaldehydeHCID 6996—
ReactantMethyl 3-aminocrotonateHCID 643918—
ReactantEthyl 4-(2-azidopropoxy)-3-oxobutanoateHCID 20245565—
SolventMethanolHCID 887—
ProductHCID 20245563HCID 2024556320.8%

Reaction Steps

A mixture of ethyl 4-(2-azidoprop-1-oxy)acetoacetate (13.05 g), 2-chlorobenzaldehyde (8.3 g) and methyl 3-aminocrotonate (6.8 g) in methanol (80 ml) was heated under reflux for 19 hours, reduced to half-volume, and then cooled overnight at -20°. The resulting precipitate was collected, washed with a little cold methanol, and dried to give 2-(2-azidoprop-1-oxymethyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine (4.0 g) as a pale yellow solid, m.p. 115°, characterised spectroscopically.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04572909
Source datasetuspto-grants-1986_02
ORD IDord-5445ae178a4e4d8a8eb9b3aca24fc601
Source noteuspto-grants-1986_02