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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 973374Generated: October 25, 2026

Acetic Acid → Ethyl 2-chloro-5-nitro-alpha-cyanocinnamate

https://huagongshe.com/reaction/973374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl cyanoacetateHCID 7764—
ReactantPiperidineHCID 8082—
Reactant2-Chloro-5-nitrobenzaldehydeHCID 72933—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 2-chloro-5-nitro-alpha-cyanocinnamateHCID 31426871%

Reaction Steps

29.7 g (300 millimoles) of ethyl cyanoacetate were added to a solution of 55.7 g (300 millimoles) of 2-chloro-5-nitrobenzaldehyde in 200 ml of tetrahydrofuran, after which 1 ml of piperidine was added as a catalyst at 0° C. The mixture was stirred for 16 hours at room temperature, neutralized with acetic acid and then worked up in a conventional manner to give a product of melting point 83°-85° C. in 71% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05062884
Source datasetuspto-grants-1991_11
ORD IDord-9e53165b5a084a05adee097daf5037c1
Source noteuspto-grants-1991_11